Sulfuric Acid → 3-(2',4'-Difluoro-4-biphenylyl)butyric acid

HRID 26943Notes

Reaction equation

HRID 26943 reaction equation
O[CH:2](C)[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][C:11]=2[F:17])=[CH:6][CH:5]=1.S(=O)(=O)(O)O.F[C:25](F)(F)[C:26]([OH:28])=[O:27]>O>[F:17][C:11]1[CH:12]=[C:13]([F:16])[CH:14]=[CH:15][C:10]=1[C:7]1[CH:8]=[CH:9][C:4]([CH:3]([CH3:2])[CH2:25][C:26]([OH:28])=[O:27])=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 6422Trifluoroacetic acidHCID 21322638HCID 21322638, compound

Product 1

HCID 213225403-(2',4'-Difluoro-4-biphenylyl)butyric acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

4 ml. of formic acid are added over 20 minutes to a solution of 2.3 g. of 4-(2-propneyl)-2',4'-difluorobiphenyl, obtained by eliminating water from 4-(2-hydroxypropyl)-2',4'-difluorobiphenyl with polyphosphoric acid, in a mixture of 12 ml. of sulfuric acid and 8 ml. of trifluoroacetic acid. After 20 minutes more, the mixture is poured into water to give 3-(2',4'-difluoro-4-biphenylyl)butyric acid, m.p. 109°-110°.

Workup

  1. additionin a mixture of 12 ml

Sources & evidence

ORD record
ord-46575de1cc9e4fafb41f5b0990644802
Source dataset
uspto-grants-1979_04
Patent number
US04151302

Reaction notes

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