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Sodium borohydride → 2-(Benzyl-methyl-amino)-1-(4-fluorophenyl)-ethanol

HRID 1351253
Notes
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Reaction equation

HRID 1351253 reaction equation
[CH2:1]([N:8]([CH3:19])[CH2:9][C:10]([C:12]1[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=1)=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[BH4-].[Na+]>CO>[CH2:1]([N:8]([CH3:19])[CH2:9][CH:10]([C:12]1[CH:13]=[CH:14][C:15]([F:18])=[CH:16][CH:17]=1)[OH:11])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 144592512-[Benzyl(methyl)amino]-1-(4-fluorophenyl)ethan-1-one

Product 1

HCID 216560842-(Benzyl-methyl-amino)-1-(4-fluorophenyl)-ethanol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-(Benzyl-methyl-amino)-1-(4-fluorophenyl)-ethanone (56.9 g) was dissolved in methanol (550 mL), and sodium borohydride was gradually added on an ice bath. After stirring at room temperature for 1 hour, the residue after evaporating methanol at reduced pressure was purified by NH silica gel column chromatography (hexane/ethyl acetate), and a yellow oily substance (54.6 g) was obtained.

Workup

  1. customthe residue after evaporating methanol at reduced pressure
  2. customwas purified by NH silica gel column chromatography (hexane/ethyl acetate)
  3. customa yellow oily substance (54.6 g) was obtained

Sources & evidence

ORD record
ord-9bcd5aea5d734a1b8a2861894a84a128
Source dataset
uspto-grants-2007_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07217723B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes