Hydrochloric Acid → 2-(2,2',4'-Trifluoro-4-biphenylyl)propionic acid

HRID 972355Notes

Reaction equation

HRID 972355 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([CH:8]([C:10]2[O:11]CC(C)(C)N=2)[CH3:9])[CH:5]=[CH:4][C:3]=1[C:17]1[CH:22]=[CH:21][C:20]([F:23])=[CH:19][C:18]=1[F:24].Cl.[OH2:26]>>[F:1][C:2]1[CH:7]=[C:6]([CH:8]([CH3:9])[C:10]([OH:11])=[O:26])[CH:5]=[CH:4][C:3]=1[C:17]1[CH:22]=[CH:21][C:20]([F:23])=[CH:19][C:18]=1[F:24]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 214067522-[1-(2,2',4'-Trifluoro-4-biphenylyl)ethyl]-4,4-dimethyl-2-oxazoline

Product 1

HCID 203334592-(2,2',4'-Trifluoro-4-biphenylyl)propionic acid

Procedure

2-[1-(2,2',4'-Trifluoro-4-biphenylyl)ethyl]-4,4-dimethyl-2-oxazoline (0.53 g.) was stirred and refluxed with hydrochloric acid (5 ml. of 2N) for 5 hrs. The mixture was diluted with water, extracted with ether and the latter extracted with 2.5% potassium carbonate solution. The aqueous extracts were acidified with dilute hydrochloric acid and the precipitate isolated in ether, washed with water, dried and evaporated. The residue was recrystallized from light petroleum (b.p. 80°-100° C.) to give 2-(2,2',4'-trifluoro-4-biphenylyl)propionic acid, m.p. 107°-108.5° C.

Workup

  1. extractionextracted with ether
  2. extractionthe latter extracted with 2.5% potassium carbonate solution
  3. customthe precipitate isolated in ether
  4. washwashed with water
  5. customdried
  6. customevaporated
  7. customThe residue was recrystallized from light petroleum (b.p. 80°-100° C.)

Sources & evidence

ORD record
ord-f7d4650459c74005b07da482926b62cf
Source dataset
uspto-grants-1977_10
Patent number
US04052514

Reaction notes

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