HCID 67944159, compound → HCID 15133052, compound

HRID 1086073Notes

Reaction equation

HRID 1086073 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)[C:9]([CH3:12])=[CH:10][OH:11])=[CH:4][CH:3]=1.[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>ClCCl>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:13]2[CH:14]=[CH:15][C:16]([F:19])=[CH:17][CH:18]=2)=[C:9]([CH3:12])[CH:10]=[O:11])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 67944159HCID 67944159, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 15133052HCID 15133052, compoundYield 36.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 3,3-bis(4-fluorophenyl)-2-methylpropenol (5.5 g, 21 mmol) and pyridinium chlorochromate (5.5 g) in 150 mL dichloromethane was stirred for 16 hours. The mixture was concentrated in vacuo and the dark residue extracted with several 50 mL volumes of hexane. The hexane solution was chromatographed on silica gel eluting with 2% ethyl acetate in hexane to give 2.0 g of the title compound; m.p. =77°-80° C.

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. extractionthe dark residue extracted with several 50 mL volumes of hexane
  3. customThe hexane solution was chromatographed on silica gel eluting with 2% ethyl acetate in hexane

Sources & evidence

ORD record
ord-6344e2330a4c4899bac0fb7c4cf96bba
Source dataset
uspto-grants-1991_04
Patent number
US05011947

Reaction notes

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