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

HRID 1439066Notes

Reaction equation

HRID 1439066 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.ClC(OCC)=[O:17].Cl.[CH2:22]1[CH2:26][O:25][CH2:24][CH2:23]1>>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][C:12]([CH:23]([CH3:24])[CH2:22][C:26]([OH:25])=[O:17])=[CH:11][CH:10]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 8028Tetrahydrofuran2×HCID 10928Ethyl chloroformateHCID 1699742,4-Difluoro-1,1'-biphenyl

Product 1

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

Procedure

Grignard solution, prepared from 3.11 g. of 4-(1-bromo-2-propyl)-2-propyl)-2',4'-difluorobiphenyl, in 40 ml. of THF is added slowly to a solution of 1.2 g. of ethyl chloroformate in 20 ml. of THF. 15 ml. of concentrated hydrochloric acid are added. The mixture is heated under reflux for 24 hours and worked up in the customary manner to give 3-(2',4'-difluoro-4-biphenylyl)butyric acid, m.p. 109°-110°.

Workup

  1. customGrignard solution, prepared from 3.11 g
  2. temperatureThe mixture is heated
  3. temperatureunder reflux for 24 hours

Sources & evidence

ORD record
ord-af3d4b56492742078bb7b93146088e67
Source dataset
uspto-grants-1977_11
Patent number
US04057647

Reaction notes

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