Methanol → 3-(2',4'-Difluoro-4-biphenylyl)butane-1,3-diol

HRID 26936Notes

Reaction equation

HRID 26936 reaction equation
C([O:4][C:5]([C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][C:17]=2[F:23])=[CH:12][CH:11]=1)([CH3:9])[CH2:6][CH2:7][OH:8])(=O)C.[OH-].[K+].CO.O>C(Cl)(Cl)Cl>[F:23][C:17]1[CH:18]=[C:19]([F:22])[CH:20]=[CH:21][C:16]=1[C:13]1[CH:14]=[CH:15][C:10]([C:5]([OH:4])([CH3:9])[CH2:6][CH2:7][OH:8])=[CH:11][CH:12]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 962WaterHCID 14797Potassium HydroxideHCID 213226263-Acetoxy-3-(2',4'-difluoro-4-biphenylyl)butan-1-ol

Product 1

HCID 213225623-(2',4'-Difluoro-4-biphenylyl)butane-1,3-diol

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

3.20 g. of 3-acetoxy-3 -(2',4'-difluoro-4-biphenylyl)butan-1-ol and 2 g. of KOH in 50 ml. of methanol are heated under reflux for 2 hours. Water and chloroform are added and the reaction mixture is worked up to give 3-(2',4'-difluoro-4-biphenylyl)butane-1,3-diol, m.p. 82°-84°.

Workup

  1. temperatureunder reflux for 2 hours

Sources & evidence

ORD record
ord-1d54763d22894a2c88ead86dcea40063
Source dataset
uspto-grants-1979_04
Patent number
US04151302

Reaction notes

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