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

HRID 1439058Notes

Reaction equation

HRID 1439058 reaction equation
BrC([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)C.[C:18]([O:24]CC)(=[O:23])[CH2:19][C:20]([CH3:22])=O.[OH-].[K+].Cl>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:20]([CH3:22])[CH2:19][C:18]([OH:24])=[O:23])=[CH:5][CH:6]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8868Ethyl AcetoacetateHCID 14797Potassium HydroxideHCID 213226214'-(1-Bromoethyl)-2,4-difluoro-1,1'-biphenyl

Product 1

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

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1 g. of 2-[1-(2',4'-biphenylyl)ethyl]butan-3-one acid ethyl ester, obtained by reacting 4-(1-bromoethyl)-2',4'-difluorobiphenyl with ethyl acetoacetate, and 15 ml. of 50% KOH are stirred for 45 minutes at 40° under N2. The mixture is cooled, diluted with water and brought to pH 10 with HCl. The reaction mixture is washed with ether and worked up in the customary manner to give 3-(2',4'-difluoro-4-biphenylyl)butyric acid, m.p. 109°-110°.

Workup

  1. temperatureThe mixture is cooled
  2. washThe reaction mixture is washed with ether

Sources & evidence

ORD record
ord-5ba17ed31f5741b0a3abb34add3fc2ae
Source dataset
uspto-grants-1977_11
Patent number
US04057647

Reaction notes

Loading…