Category: ethers-buliding-blocks

These common heterocyclic compound, 1758-46-9, name is 2-Phenoxyethylamine, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Formula: C8H11NO

A mixture of intermediate compound 15 (prepared according to A7.g) (0.000078 mol), 2-phenoxyethanamine (0.000156 mol), N,N,N-tributyl-l-butanaminium bromide (0.000078 mol) and K2CO3 (0.000156 mol) in CH3CN (0.5 ml) was heated in a micro- wave oven for 15 minutes at 120 ¡ãC and then resin-linked-CHO (0.000312 mol) and CH2Cl2 (1 ml) were added. The reaction mixture was heated in a microwave oven for 20 minutes at 100 ¡ãC and the solids were filtered off. The solvent was evaporated and the residue was purified in a manifold (eluent 1: EtOAc; eluent 2: CH2Cl2/CH3OH 96/4). The product fractions were collected and further purified by Catch in an ISOLUTE SCX-3 cartridge and then released with CH3OHTNH3. Finally, the desired fractions were purified by high-performance liquid chromatography, then the product fractions were collected and the solvent was evaporated. Yield: 0.0066 g of final compound 28 (18 percent).

The synthetic route of 2-Phenoxyethylamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2006/67139; (2006); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 458-50-4, A common heterocyclic compound, 458-50-4, name is 4-Bromo-3-fluoroanisole, molecular formula is C7H6BrFO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Into a 25-mL round-bottom flask (1 atm) purged and maintained with an inert atmosphere of nitrogen, was placed (i-Pr) 2NH (1.26 g, 12.48 mmol, 1.25 equiv), tetrahydrofuran (7 mL). This was followed by the addition of n-BuLi (2.5M in hexane) (4.8 mL) dropwise with stirring at ?78¡ã C. The mixture was stirred for 1 h at ?78¡ã C. Then this solution was added to the solution a solution of 1-bromo-2-fluoro-4-methoxybenzene (2.04 g, 9.95 mmol, 1.00 equiv) in tetrahydrofuran (5 mL) at ?78 degree C. and stirred for 30 min, then I2 (3.048 g, 12.00 mmol, 1.2 equiv) was added. The resulting solution was stirred for 30 min at ?78¡ã C. in a liquid nitrogen bath. The reaction progress was monitored by GCMS. The reaction was then quenched by the addition of 10 mL of water. The resulting solution was extracted with 2¡Á20 mL of ethyl acetate and the organic layers combined and dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was applied onto a silica gel column with petroleum ether. This resulted in 2.0 g (61percent) of 1-bromo-2-fluoro-3-iodo-4-methoxybenzene as a light yellow solid. Mass spectrum (GC, m/z): Calcd. for C7H5BrFIO, 330.9 (M). found 330.9

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Janssen Pharmaceutica NV; Illig, Carl R.; Player, Mark R.; Zhang, Xuqing; US9067898; (2015); B1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 10103-06-7,Some common heterocyclic compound, 10103-06-7, name is 2,3-Dimethoxynaphthalene, molecular formula is C12H12O2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A suspension of aluminium chloride (6.02g, 0.0451 mol) in sieve-dried nitrobenzene (10 mL) was cooled in an ice-bath and acetyl chloride (3.57 mL, 3.93 g, 0.0501 mol) added over 5 minutes. 2,3-Dimethoxynaphthalene (7.52 g, 0.0400 mol) in nitrobenzene (25 mL) was then added over 10 minutes. The reaction was stirred for a further 60 minutes at [0C] and then left overnight at room temperature. The mixture was poured onto a mixture of ice (60 g) and 10% [HC1] (100 mL). Chloroform (300 mL) was added and the two phases separated. The aqueous was further extracted with chloroform (2 x 150 mL) and the combined organics then washed with 5% aqueous sodium hydroxide (3 x 100 mL) and water (2 x 100 mL), dried (anhydrous Na2SO4), filtered and evaporated under vacuo to give a brown oil. This was flash column chromatographed (silica gel, chloroform) to give 6,7-dimethoxy-2-acetonaphthone (8.51 g. 93% yield) as an orange solid. A sample was further recrystallised from ethanol to give fine orange needles; Rf:0. 36 (CHCl3), 0.62 (25: 1 [CHCL3] : MeOH), mp: [100-102C,] lit. mp: [113-116C] ; ‘H NMR [(CDC13/TMS)] : [8] 2.69 (s, 3H, [COCH3),] 4.02 (s, 3H, [OCH3),] 4.03 (s, 3H, OCH3), 7.14 (s, [1H,] H-8), 7.22 (s, [1H,] H-5), 7.72 (d, [1H,] [J4,] 3 8.4 Hz, H-4), 7.89 (dd, [1H,] [3, 1] 1.7 Hz, H-3), 8.33 (bs, [1H,] H-1) ; LRESI mass spectrum : [NZLZ] 231 (100%, MH+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,3-Dimethoxynaphthalene, its application will become more common.

Reference:
Patent; CORTICAL PTY LTD; WO2003/104178; (2003); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Some common heterocyclic compound, 768-70-7, name is 3-Ethynylanisole, molecular formula is C9H8O, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. HPLC of Formula: C9H8O

General procedure: To a 25mL Schlenk tube, AuSBA-15 (6wt%, 20mg), AgOTf (0.05mmol) was added to a solution of phenylacetylene (1.0mmol) in HOAc/H2O (3.0mL, 15:1) under ambient air, the resulting mixture was stirred for 6hat 110C. It was monitored by TLC. After the reaction was completed, the solvent was removed under reduced pressure and purified of the crude product by column chromatography on silica-gel afforded the desired compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 768-70-7, its application will become more common.

Reference:
Article; Huang, Ronghui; Fu, Yong; Zeng, Wei; Zhang, Liang; Wang, Dawei; Journal of Organometallic Chemistry; vol. 851; (2017); p. 46 – 51;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 707-07-3, The chemical industry reduces the impact on the environment during synthesis 707-07-3, name is (Trimethoxymethyl)benzene, I believe this compound will play a more active role in future production and life.

Step 3: l-cvclohexvl-2-phenvl-l,5-dihydro-4/f-imidazol-4-one; JV2-cyclohexylglycinamide (from Step 2) was treated with triethylorthobenzoate (1.03 eq.) and catalytic amount of glacial AcOH. The reaction mixture was heated at 120C for 1.5 h then cooled to RT and concentrated. Acetone was added to the residue and the resulting precipitate was filtered to afford the title compound (52%) as a solid. .H NMR (300 MHz, CDC13, 300 K) 8 1.1-1.3 (m, 3H), 1.5-1.9 (m, 7H), 3.8-3.9 (m, 1H), 4.0 (s, 2H), 7.5-7.6 (m, 5H); MS (ES+) m/z 243 (M+H)+.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, (Trimethoxymethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI SPA; WO2006/8556; (2006); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 16618-68-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 16618-68-1, name is 3-Bromo-5-methoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 3-bromo-5-methoxyaniline (5.00 g, 24.746 mmol, 1.00 equiv) and K2CO3 (5.13 g, 37.119 mmol, 1.50 equiv) in acetone (100.00 ml_) was added ethyl bromoacetate (4.96 g, 29.695 mmol, 1.20 equiv). The resulting mixture was stirred at reflux for 3 days. The reaction mixture was filtered, and the filtrate was evaporated to afford crude product. The crude product was purified by flash silica chromatography, elution gradient 0 to 30% EtOAc in petroleum ether. Pure fractions were evaporated to dryness to afford ethyl 2-[(3-bromo-5-methoxyphenyl)amino]acetate (1.8 g, 25.24%) as a yellow gum. LCMS (ESI) m/z: [M+H]+ = 288.

The synthetic route of 3-Bromo-5-methoxyaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FOGHORN THERAPEUTICS INC.; ZHOU, Qianhe; BOCKER, Michael; MILLAN, David, Simon; CHAN, Ho, Man; SOARES, Luis; NETHERTON, Matthew, Russell; RUPPEL, Sabine, K.; YANG, Zhaoxia; LOWE, Jason, T.; BRUCELLE, Francois; (220 pag.)WO2019/152440; (2019); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 102-52-3, name is 1,1,3,3-Tetramethoxypropane, A new synthetic method of this compound is introduced below., Computed Properties of C7H16O4

In a 1 L reaction flask, 100 g of tetramethoxypropane was charged successively,58.8 g of N-methylaniline, stirred for 10 minutes,Control the internal temperature below 30 , drop 22g 20% hydrochloric acid,Dripping at about 24 C for 2.5 hours, adding 200 g of toluene,Control in 30 below the drop of 20% of the liquid caustic so that the water layer pH 6 ~ 7,The layers were separated and the aqueous layer was extracted with toluene and the organic layers were combined.Washed with saturated brine three times, and then separated to separate the water layer, the organic layer first vacuum recovery solvent,And then collecting 60 to 70 C / 40 mmHg fraction,To give 3- (N-methyl-N-phenyl) aminopropenal83.1g content of 99.6%.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Jiangsu Jingye Pharmaceutical Co., Ltd.; Chu, Zhewei; Yue, Bo; Ye, Yin; (4 pag.)CN106431942; (2017); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 103-50-4, name is Benzyl ether, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C14H14O

General procedure: To a sealed tube containing the respective azobenzene 1 (0.25 mmol), dibenzyl ether 2 (0.75 mmol), Pd(OAc)2 (0.025 mmol), and DCE/AcOH (1:1, v/v, 1 mL in all) was added TBHP (1.5 mmol). After stirring vigorously at 60 C for 12 h, the mixture was evaporated under vacuum. The corresponding product 3 was isolated by silica gel column chromatography with a PE/EtOAc mixture as eluent.

According to the analysis of related databases, 103-50-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Hong, Gang; Aruma, Alfred Njasotapher; Zhu, Xiaoyan; Wu, Shengying; Wang, Limin; Synthesis; vol. 48; 8; (2016); p. 1147 – 1158;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1978-39-8, name is 5-Fluoro-2-methoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 5-Fluoro-2-methoxyaniline

To a solution of compound Al (400 rng, 0.53 mrnoi) and 5-fluoro-2-rnethoxyaniline (150,7mg, 1.07 mmoi) intoluene (10 rnL) was added Ti(O-i] r)4 (151.6 mg, 0.53 mmoi). Themixture was stirred at 120 C over night under N2. The mixture was quenched with [120 (50 rnL) and extracted with DCM (20 mL x 3). The combined organic layer was dried over potassium carbonate, filtered and concentrated. The residue was purified by silica gel column chromatography (DCMMeOH = 15/i) to afford the crude products 29-1 and 29-2 (320 mg) as a yellow solid. LC-MS: m/z 89.4 [M+I-[.

The synthetic route of 1978-39-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AGRIMETIS, LLC; CALABRESE, Andrew; (110 pag.)WO2018/132288; (2018); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 29026-74-2, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 29026-74-2, name is 2-Isopropoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 2; preparation of 2-[(2-Hydroxy-ethyl)-(2-isopropoxy-phenyl)-amino]-ethanol; 2-Isopropoxy-phenylamine (5 gm, 0.033 mole) was dissolved in chlorobonzene (25 ml) and to reaction mixture was added triethylamine (16.7 gm, 0.165 mole) under stirring. After this, 2-chloroethanol (13.25 gm, 0.165 mole) was added and reaction mixture refluxed for 12 to 15 hours. The reaction was quenched by adding water (50 ml) to it and extracted with dichloromethane (3×50 ml). The organic layer dried over anhydrous sodium sulphate (Na2S04) and concentrated to give the crude product. The crude product thus obtained was purified on a silica gel (60-120 mesh) column using dichloromethane-methanol as eluent. Yield: 5.8 gm (73%)

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Isopropoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; RANBAXY LABORATORIES LIMITED; WO2005/113498; (2005); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem