Ethyl Acetate → 3-(2',4'-Difluoro-4-biphenylyl)butyric acid

HRID 26939Notes

Reaction equation

HRID 26939 reaction equation
C([O:3][C:4](=[O:22])[CH2:5][C:6]([C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][C:15]=2[F:21])=[CH:10][CH:9]=1)=O)C.[C:23](OCC)(=O)C>>[F:21][C:15]1[CH:16]=[C:17]([F:20])[CH:18]=[CH:19][C:14]=1[C:11]1[CH:10]=[CH:9][C:8]([CH:6]([CH3:23])[CH2:5][C:4]([OH:3])=[O:22])=[CH:13][CH:12]=1

Participants

3

Reactant 2

HCID 8857Ethyl AcetateHCID 544541703-(2',4'-Difluoro-4-biphenylyl)-3-oxopropionic acid ethyl ester

Product 1

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

Procedure

1 g. of 3-(2',4'-difluoro-4-biphenylyl)-3-butenoic acid, obtained by reacting 3-(2',4'-difluoro-4-biphenylyl)-3-oxopropionic acid ethyl ester with triphenylphosphinemethylene and saponifying the reaction product, is dissolved in 25 ml. of ethyl acetate and hydrogenated on 0.1 g. of platinum at 20° and under 1 atmosphere until the absorption of hydrogen has ceased. The mixture is filtered and the filtrate is evaporated to give 3-(2',4'-difluoro-4-biphenylyl)butyric acid, m.p. 109°-110°.

Workup

  1. dissolutionis dissolved in 25 ml
  2. customof platinum at 20° and under 1 atmosphere until the absorption of hydrogen
  3. filtrationThe mixture is filtered
  4. customthe filtrate is evaporated

Sources & evidence

ORD record
ord-2ab2db199c9a43d7a4e2d8128d779d7a
Source dataset
uspto-grants-1979_04
Patent number
US04151302

Reaction notes

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