Hydrogen iodide → 3-(2',4'-Difluoro-4-biphenylyl)butyric acid

HRID 1439033Notes

Reaction equation

HRID 1439033 reaction equation
C([O:3][C:4](=[O:23])[CH2:5][C:6]([C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][C:18]([F:21])=[CH:17][C:16]=2[F:22])=[CH:11][CH:10]=1)(O)[CH3:7])C.I.OS([O-])=O.[Na+]>C(O)(=O)C>[F:22][C:16]1[CH:17]=[C:18]([F:21])[CH:19]=[CH:20][C:15]=1[C:12]1[CH:13]=[CH:14][C:9]([CH:6]([CH3:7])[CH2:5][C:4]([OH:23])=[O:3])=[CH:10][CH:11]=1

Participants

5

Reactant 3

HCID 24841Hydrogen iodideHCID 23665763Sodium BisulfiteHCID 538342513-(2',4'-Difluoro-4-biphenylyl)-3-hydroxybutyric acid ethyl ester

Product 1

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

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

1 g. of 3-(2',4'-difluoro-4-biphenylyl)-3-hydroxybutyric acid ethyl ester, or the corresponding free hydroxy acid or 3-(2',4°-difluoro-4-biphenylyl)-2-butenoic acid, is heated with 2 ml. of 67% hydriodic acid and 4 ml of acetic acid at 150° for 1 hour and the mixture is poured onto ice and decolorized with NaHSO3 solution. After the customary work up, 3-(2',4'-difluoro-4-biphenylyl)butyric acid, m.p. 109°-110°, is obtained.

Workup

  1. additionthe mixture is poured onto ice

Sources & evidence

ORD record
ord-cee0601a5da84d0194908179eb43a6c7
Source dataset
uspto-grants-1977_11
Patent number
US04057647

Reaction notes

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