Chloroform → alpha-(Aminomethyl)-4-methoxybenzyl alcohol

HRID 420859

Reaction equation

HRID 420859 reaction equation
Cl.[NH2:2][CH2:3][C:4]([C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[CH:8][CH:7]=1)=[O:5].[BH4-].[Na+].[OH-].[Na+].C(Cl)(Cl)Cl>CO>[OH:5][CH:4]([C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[CH:8][CH:7]=1)[CH2:3][NH2:2]

Participants

6

Procedure

2-Amino-4′-methoxyacetophenone hydrochloride (500 mg) was dissolved in methanol (10 ml), the solution was added with sodium borohydride (188 mg), and the mixture was stirred at room temperature for 2 hours. The reaction mixture was added with sodium borohydride (188 mg), and further stirred for 30 minutes. The reaction mixture was added with 5 N aqueous sodium hydroxide (1 ml), the mixture was stirred for 10 minutes, and then added with chloroform, and the layers were separated. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and filtered, and then the filtrate was concentrated under reduced pressure to obtain the title compound (240 mg).

Workup

  1. stirringfurther stirred for 30 minutes
  2. stirringthe mixture was stirred for 10 minutes
  3. customthe layers were separated
  4. washThe organic layer was washed with saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-c6b127e9f82f4e08aac86305eb34754b
Source dataset
uspto-grants-2012_01
Patent number
US08097708B2

Linked notes

Loading…