Sulfuric Acid → 3-(2',4'-Difluoro-4-biphenylyl)2-buten-1-ol

HRID 26948Notes

Reaction equation

HRID 26948 reaction equation
C[O:2][C:3](=O)[CH:4]=[C:5]([C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][C:14]=2[F:20])=[CH:9][CH:8]=1)[CH3:6].OS(O)(=O)=O>C1C=CC=CC=1>[F:20][C:14]1[CH:15]=[C:16]([F:19])[CH:17]=[CH:18][C:13]=1[C:10]1[CH:11]=[CH:12][C:7]([C:5]([CH3:6])=[CH:4][CH2:3][OH:2])=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 536963323-(2',4'-Difluoro-4-biphenylyl)-2-butenoic acid methyl ester

Product 1

HCID 541139453-(2',4'-Difluoro-4-biphenylyl)2-buten-1-ol

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

33.4 ml. of a 70% solution of NaAl(OCH2CH2OCH3)2H2 in benzene is added dropwise to a stirred mixture of 20.8 g. of 3-(2',4'-difluoro-4-biphenylyl)-2-butenoic acid methyl ester and 100 ml. of benzene and the reaction mixture is stirred overnight at 80°. The mixture is poured into 130 ml. of 20% H2SO4, stirred for one hour and worked up in the customary manner to give 3-(2',4'-difluoro-4-biphenylyl)-2-buten-1-ol.

Workup

  1. additionThe mixture is poured into 130 ml

Sources & evidence

ORD record
ord-ec9609e5d4bb452ca51eced37e207a23
Source dataset
uspto-grants-1979_04
Patent number
US04151302

Reaction notes

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