Ethanone, 1-(4-chlorophenyl)-2,2,2-trifluoro- → HCID 54367272, compound

HRID 1382642Notes

Reaction equation

HRID 1382642 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=O)[C:9]([F:12])([F:11])[F:10])=[CH:4][CH:3]=1.[O-][CH2:15][CH3:16].[Na+]>[Cl-].C([P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)C1C=CC=CC=1>[C:15]1([CH:16]=[C:8]([C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=2)[C:9]([F:12])([F:11])[F:10])[CH:6]=[CH:7][CH:2]=[CH:3][CH:4]=1

Participants

4

Reactant 2

HCID 67578Ethanone, 1-(4-chlorophenyl)-2,2,2-trifluoro-HCID 2723922Sodium ethoxide

Product 1

HCID 54367272HCID 54367272, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 70671Benzyltriphenylphosphonium chlorideCatalyst

Procedure

4'-Chloro-2,2,2-trifluoroacetophenone (R. Fuchs, J. Org. Chem. 22, 993-994 (1957)) is reacted with benzyl-triphenylphosphonium chloride in the presence of an ethanolic solution of sodium ethoxide. The product is crystallized from hexane. 1-Phenyl-3,3,3-trifluoro-2-(4-chlorophenyl)-propene is obtained with a yield of 68%; m.p.: 63-66° C.

Workup

  1. customThe product is crystallized from hexane

Sources & evidence

ORD record
ord-607e361beb9e486495e8e7b3124eb7e3
Source dataset
uspto-grants-1989_02
Patent number
US04806685

Reaction notes

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