The origin of a common compound about 446-61-7

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-Fluoro-6-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference of 446-61-7, 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. 446-61-7, name is 2-Fluoro-6-methoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(E)-3-Ethoxy-N-(3-fluoro-2-methoxyphenyl)acrylamide (3a) A mixture of 6-fluoro-o-anisidine (2a) (5.08 g, 36 mmol), DMAP (0.44 g, 3.6 mmol) and pyridine (25 mL) was stirred in an ice bath for one hour. After concentrating, water (50 mL) and AcOEt (100 mL) were added. Concentrated HCl was added to pH 1. Extraction was performed with AcOEt as the organic layer was washed with was washed successively with: 25 mL saturated NaCl containing 2 mL 1 M HCl, 25 mL saturated NaCl containing 5mL NaHCO3, and finally with 25 mL saturated NaCl. The organic layer was dried with MgSO4 and purified by passing through a column of silica gel using a solvent system of 1:1 followed by 2:1 hexanes-AcOEt. The product was further purified by column chromatography using a solvent system combination of 10:1 4:1 2:1. The product was recrystallized from cold 10:1 hexanes-AcOEt to give (3.16 g, 37% yield) as off white crystals. 1H NMR (400 MHz, CDCl3) 8.19 (d, J=8.4 Hz, 1H), 7.64 (d, J=11.2 Hz, 1H), 7.56 (bs, 1H), 7.01-6.94 (m, 1H), 6.81-6.74 (m, 1H), 5.36 (d, J=12 Hz, 1H), 3.98 (d, J=1.6 Hz, 3H), 3.96 (q, J=7.2 Hz, 2H), 1.36 (t, J=7.2 Hz, 3H). 19F NMR (376 MHz, CHCl3) -131.37.

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-Fluoro-6-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Horwitz, Jerome P.; Polin, Lisa; Hazeldine, Stuart T.; Corbett, Thomas H.; US2007/54938; (2007); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem