Ammonium Chloride → 1-(3,5-Dimethoxyphenyl)ethanol
Reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[C:8]([O:10][CH3:11])[CH:7]=[C:6]([O:12][CH3:13])[CH:5]=1)=[O:3].[BH4-].[Na+].[Cl-].[NH4+]>CO>[CH3:13][O:12][C:6]1[CH:5]=[C:4]([CH:2]([OH:3])[CH3:1])[CH:9]=[C:8]([O:10][CH3:11])[CH:7]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 3,5-dimethoxyacetophenone (1 g; 5.5 mmol) in methanol (30 mL) is added sodium borohydride (315 mg; 8.3 mmol) in four portions over one hour. The reaction is stirred at room temperature overnight, neutralized with saturated ammonium chloride, and extracted with ethyl acetate. The organics are separated, washed with water, and dried over magnesium sulfate. The solvent is removed to give 1.12 grams of 1-(3,5-dimethoxyphenyl)-ethanol.
Workup
- extractionextracted with ethyl acetate
- customThe organics are separated
- washwashed with water
- dry with materialdried over magnesium sulfate
- customThe solvent is removed
Sources & evidence
- ORD record
- ord-e9be1ecc317c46818765fbf7792412c7
- Source dataset
- uspto-grants-2015_06
- Patent number
- US09067897B2
Reaction notes
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