Pyridine → 1-Bromo-3-(4'-fluoro-4-biphenylyl)-butan-3-ol

HRID 1439771Notes

Reaction equation

HRID 1439771 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:19])([CH3:18])[CH2:15][CH2:16]O)=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.N1C=CC=CC=1.P(Br)(Br)[Br:27]>C1C=CC=CC=1>[Br:27][CH2:16][CH2:15][C:14]([C:11]1[CH:12]=[CH:13][C:8]([C:5]2[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=2)=[CH:9][CH:10]=1)([OH:19])[CH3:18]

Participants

5

Reactant 3

HCID 1049Pyridine2×HCID 24614Phosphorus tribromideHCID 213965083-(4'-Fluoro-4-biphenylyl)-1,3-butanediol

Product 1

HCID 213965141-Bromo-3-(4'-fluoro-4-biphenylyl)-butan-3-ol

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A solution of 2.6 g. of 3-(4'-fluoro-4-biphenylyl)-1,3-butanediol in 10 ml. of pyridine is added dropwise, at -5°, while stirring, to a mixture of 1 g. of PBr3, 1 ml. of pyridine and 3 ml. of benzene. The reaction mixture is then stirred for 24 hours at 20° and worked up in the customary manner to give 1-bromo-3-(4'-fluoro-4-biphenylyl)-butan-3-ol, m.p. 72° -74°.

Workup

  1. stirringThe reaction mixture is then stirred for 24 hours at 20°

Sources & evidence

ORD record
ord-6bfb76bc3a2f4d60a92eb9f291db37c8
Source dataset
uspto-grants-1977_11
Patent number
US04060633

Reaction notes

Loading…