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ChemicalBook CAS DataBase List (3-BroMo-4-Methylphenyl)Methanol

(3-BroMo-4-Methylphenyl)Methanol synthesis

3synthesis methods
-

Yield: 49.6%

Reaction Conditions:

with methanol;sodium tetrahydroborate at 0 - 20; for 2 h;

Steps:

Intermediate 4b: (3-Bromo-4-methylphenyl) methanol
To a stirred solution of 3-bromo-4-methylbenzaldehyde (10.0 g, 50.2 mmol) in dry methanol (60 mL) at 0 00 NaBH4 (2.3 g, 36.0 mmol) was added portion wise and theresulting solution was stirred at room temperature for 2 h. The reaction mixture was quenched with ice water, extracted with ethyl acetate; the organic layer was washed with water and brine solution, dried over anhydrous Na2SO4 and concentrated. The product was purified by column chromatography to yield title compound (5.0 g, 49.60%) as yellow oil.

References:

BOEHRINGER INGELHEIM INTERNATIONAL GMBH;MADANAHALLI RANGANATH RAO, Jagannath;GURRAM RANGA, Madhavan;PACHIYAPPAN, Shanmugam WO2014/202580, 2014, A1 Location in patent:Page/Page column 77; 78