Ammonia → HCID 54170915, compound

HRID 1733034Notes

Reaction equation

HRID 1733034 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([CH:14]([CH3:18])[CH2:15][CH:16]=[O:17])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[NH3:19]>CO>[OH:17][CH:16]([NH2:19])[CH2:15][CH:14]([C:11]1[CH:12]=[CH:13][C:8]([C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=2)=[CH:9][CH:10]=1)[CH3:18]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 20302847HCID 20302847, compound

Product 1

HCID 54170915HCID 54170915, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 24.2 g of 3-(4'-fluoro-4-biphenylyl)butanal [obtainable by oxidation of 3-(4'-fluoro-4-biphenylyl)-butanol with CrO3 ], 40 g of liquid ammonia and 400 ml of methanol is heated at 100° for 12 hours. In the course thereof, 1-hydroxy-3-(4'-fluoro-4-biphenylyl)butylamine and 3-(4'-fluoro-4-biphenylyl)-butylidene-imine, which are not isolated, are probably formed as intermediate products. 30 g of Raney nickel are then added and the mixture is hydrogenated for about 20 hours at 100 m and 100°, and is filtered and evaporated to give 3-(4'-fluoro-4-biphenylyl)-butylamine. Hydrochloride, m.p. 222°-224°.

Workup

  1. temperatureis heated at 100° for 12 hours

Sources & evidence

ORD record
ord-c6436e51e035409a8a768ffd290e13ab
Source dataset
uspto-grants-1980_12
Patent number
US04239759

Reaction notes

Loading…