Sodium Hydroxide → HCID 21406751, compound

HRID 972358Notes

Reaction equation

HRID 972358 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([CH2:8][C:9]([O:11]CC)=[O:10])[CH:5]=[CH:4][C:3]=1[C:14]1[CH:19]=[CH:18][C:17]([F:20])=[CH:16][C:15]=1[F:21].[OH-].[Na+]>O>[F:1][C:2]1[CH:7]=[C:6]([CH2:8][C:9]([OH:11])=[O:10])[CH:5]=[CH:4][C:3]=1[C:14]1[CH:19]=[CH:18][C:17]([F:20])=[CH:16][C:15]=1[F:21]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 54225476HCID 54225476, compound

Product 1

HCID 21406751HCID 21406751, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The ester (650 mg.) was mixed with water (5 ml.), industrial methylated spirits (IMS) (5 ml.) and aqueous sodium hydroxide (0.4 ml; 18N), and refluxed for 1 hour. IMS was distilled and the residue acidified with dilute hydrochloric acid. The precipitate was filtered, washed with water, dried and recrystallised from 80-100 petroleum ether to give colourless needle clusters of 2,2',4'-trifluoro-4-biphenylylacetic acid having a m.p. of 145°-147° C.

Workup

  1. temperaturerefluxed for 1 hour
  2. distillationIMS was distilled
  3. filtrationThe precipitate was filtered
  4. washwashed with water
  5. customdried
  6. customrecrystallised from 80-100 petroleum ether

Sources & evidence

ORD record
ord-ce6f5404a86d4320ab00c3c66fbc7ddd
Source dataset
uspto-grants-1977_10
Patent number
US04052514

Reaction notes

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