Benzylamine → 3-(4'-Fluoro-4-biphenylyl)butylamine

HRID 2420590Notes

Reaction equation

HRID 2420590 reaction equation
Cl[CH2:2][CH2:3][CH:4]([C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)=[CH:8][CH:7]=1)[CH3:5].C([NH2:26])C1C=CC=CC=1>CO>[F:18][C:15]1[CH:16]=[CH:17][C:12]([C:9]2[CH:10]=[CH:11][C:6]([CH:4]([CH3:5])[CH2:3][CH2:2][NH2:26])=[CH:7][CH:8]=2)=[CH:13][CH:14]=1

Participants

4

Reactant 2

HCID 7504BenzylamineHCID 203020144-(4-Chlorobutan-2-yl)-4'-fluoro-1,1'-biphenyl

Product 1

HCID 203021083-(4'-Fluoro-4-biphenylyl)butylamine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 33.3 g of N-benzyl-3-(4'-fluoro-4-biphenylyl)-1-butylamine [obtainable by reacting 3-(4'-fluoro-4-biphenylyl)-butanol with SOCl2 ] to give 1-chloro-3-(4'-fluoro-4-biphenylyl)-butane and reaction with benzylamine in 500 ml of methanol is hydrogenated over 8 g of 5% Pd-on-charcoal at 20° and normal pressure. After filtration and evaporation, 3-(4'-fluoro-4-biphenylyl)-butylamine is obtained. Hydrochloride, m.p. 222°-224°.

Workup

  1. filtrationAfter filtration and evaporation

Sources & evidence

ORD record
ord-bdd66dc51b7c4aec84e8665b03487109
Source dataset
uspto-grants-1978_08
Patent number
US04110447

Reaction notes

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