2-(Benzyl-methyl-amino)-1-(4-fluorophenyl)-ethanol → 1-(4-Fluorophenyl)-2-(methylamino)ethan-1-ol

HRID 1351254Notes

Reaction equation

HRID 1351254 reaction equation
[CH2:1]([N:8](C)[CH2:9][CH:10]([C:12]1[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=1)[OH:11])C1C=CC=CC=1>C(OCC)(=O)C.CO.[C].[Pd]>[F:18][C:15]1[CH:14]=[CH:13][C:12]([CH:10]([OH:11])[CH2:9][NH:8][CH3:1])=[CH:17][CH:16]=1

Participants

4

Reactant 1

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

Product 1

HCID 219434071-(4-Fluorophenyl)-2-(methylamino)ethan-1-olYield 72.4%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 21584119Ethylacetate methanolSolvent

Procedure

2-(Benzyl-methyl-amino)-1-(4-fluorophenyl)-ethanol (54.6 g) and 10% palladium-carbon (5.8 g) was stirred in ethyl acetate-methanol (3:1) (800 mL) at 50° C. under hydrogen atmosphere for three hours. The catalyst was removed by filtration, and the filtrate was concentrated. After solidifying with an ether-hexane solvent, and the title compound (25.8 g) was obtained as a colorless solid.

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-d3c946016f154fe79a591d04e117764f
Source dataset
uspto-grants-2007_05
Patent number
US07217723B2

Reaction notes

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