Category: 35822-58-3

Synthetic Route of 35822-58-3, 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. 35822-58-3, name is 2-Bromobenzaldehyde diethyl acetal, This compound has unique chemical properties. The synthetic route is as follows.

To a cooled solution of 5 g (1 9.3 mmol) of 1 -bromo-2-(diethoxymethyl)benzene in 40 mL of diethylether, are slowly added 12 mL (1 9.3 mmol) of a 1 .6 M solution of butyllithium. The reaction mixture is stirred at ambient temperature for 1 hr. After slow addition of 4.28 g (25 mmol) of chloro(dimethyl)phenylsilane, the reaction mixture is further stirred for 2 hrs at ambient temperature, then poured over a mixture of ice and 40 mL of 1 N HCI and stirred overnight. The watery layer is extracted with 2 x 50 mL of ethyl acetate. The organic layer is washed twice by a concentrated aqueous solution of NaCI and dried over magnesium sulfate to yield after concentration, 5.45 g of a yellow oil. Column chromatography on silica gel (gradient n-heptane/ethyl acetate) yields 4.65 g (100% yield) of 2-[dimethyl(phenyl)silyl]benzaldehyde as a colorless oil. (M+H = 241 ).

The chemical industry reduces the impact on the environment during synthesis 2-Bromobenzaldehyde diethyl acetal. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BAYER CROPSCIENCE AG; CRISTAU, Pierre; DESBORDES, Philippe; ES-SAYED, Mazen; GROSJEAN-COURNOYER, Marie-Claire; LACHAISE, Helene; RINOLFI, Philippe; SCHMIDT, Jan-Peter; TSUCHYIA, Tomoki; VORS, Jean-Pierre; WO2013/156560; (2013); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

These common heterocyclic compound, 35822-58-3, name is 2-Bromobenzaldehyde diethyl acetal, 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. 35822-58-3

General procedure: A mixture of p-anisaldehyde (2.00 g, 1.79 mL, 14.7 mmol), thiourea (3.35 g, 44.1 mmol, 3.0 equiv), and ethyl acetoacetate (5.73 g, 5.56 mL, 44.0 mmol, 3.0 equiv) in isopropanol (20 mL) was stirred at room temperature as iron(III) tosylate (0.497 g, 0.734 mmol, 5.0 mol %) was added. The reaction mixture was heated at 70 C (temperature controlled hot plate). After 15 h, the mixture was cooled to room temperature. The solvent was then removed on a rotary evaporator, and the residue was recrystallized (ethanol) to yield 5.48 g of an off-white solid. This solid was then triturated using methanol/water (1:1) to yield 3.75 g (83%) of a light off-white solid.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 35822-58-3.

Reference:
Article; Starcevich, Jacob T.; Laughlin, Thomas J.; Mohan, Ram S.; Tetrahedron Letters; vol. 54; 8; (2013); p. 983 – 985;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem