Ammonia → HCID 20302326, compound

HRID 1733047Notes

Reaction equation

HRID 1733047 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([OH:18])([CH3:17])[CH:15]=[CH2:16])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[NH3:19].[Na].O>C(Cl)(Cl)Cl>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([OH:18])([CH3:17])[CH2:15][CH2:16][NH2:19])=[CH:10][CH:9]=2)=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 222AmmoniaHCID 962WaterHCID 5360545SodiumHCID 20302891HCID 20302891, compound

Product 1

HCID 20302326HCID 20302326, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

24.2 g of 3-(4'-fluoro-4-biphenylyl)-1-buten-3-ol (obtainable from 4-acetyl-4'-fluorobiphenyl and vinylmagnesium bromide) are heated with 8 g of ammonia and 0.25 g of sodium for 8 hours at 180°-200°, and the mixture is cooled and worked up with water and chloroform to give 3-(4'-fluoro-4-biphenylyl)-3-hydroxybutylamine, m.p. 144°-146°.

Workup

  1. temperaturethe mixture is cooled

Sources & evidence

ORD record
ord-95db499cedce43ee9b230040ac58de67
Source dataset
uspto-grants-1980_12
Patent number
US04239759

Reaction notes

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