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1382996-38-4

1-(3-bromo-5-chloro-2-methoxy-4-methylphenyl)ethanol synthesis

3synthesis methods
1-(3-bromo-5-chloro-2-methoxy-4-methylphenyl)ethanone

1382994-99-1
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1-(3-bromo-5-chloro-2-methoxy-4-methylphenyl)ethanol

1382996-38-4
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Yield:1382996-38-4 90%

Reaction Conditions:

with methanol;sodium tetrahydroborate at 20; for 1 h;

Steps:

16.1 Step 1. 1-(3-Bromo-5-chloro-2-methoxy-4-methylphenyl)ethanol

Sodium tetrahydroborate (0.31 g, 8.1 mmol) was added to a mixture of 1-(3-bromo-5-chloro-2-methoxy-4-methylphenyl)ethanone (from Example 11, Step 1) (1.5 g, 5.4 mmol) in methanol (25 mL) at 0° C. and the resultant reaction mixture was stirred at room temperature for 1 hour. The solvent was removed and the resulting residue was diluted with ethyl acetate, washed with sat. NaHCO3, water, brine, then dried over Na2SO4, filtered and concentrated. The crude product was purified by silica gel chromatography, eluting with 0 to 40% EtOAc in hexanes (0.30 g, 90%).

References:

US2013/59835,2013,A1 Location in patent:Paragraph 0708