HCID 15133050, compound → HCID 15133056, compound

HRID 1086088Notes

Reaction equation

HRID 1086088 reaction equation
[CH:1]1([C:4](=[C:7]([C:15]2[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=2)[C:8]2[CH:13]=[CH:12][C:11]([F:14])=[CH:10][CH:9]=2)[CH2:5][OH:6])[CH2:3][CH2:2]1.[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>C(Cl)Cl>[CH:1]1([C:4](=[C:7]([C:8]2[CH:13]=[CH:12][C:11]([F:14])=[CH:10][CH:9]=2)[C:15]2[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=2)[CH:5]=[O:6])[CH2:2][CH2:3]1

Participants

4

Reactant 2

HCID 15133050HCID 15133050, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 15133056HCID 15133056, compoundYield 35.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 2-cyclopropyl-3,3-bis(4-fluorophenyl)-2-propenol (0.3 g, 1.0 mmol) and pyridinium chlorochromate (0.5 g) in 20 mL of methylene chloride was stirred at 25° C for 18 hours during which time a gummy solid formed. The methylene chloride was decanted from the solid and the solution concentrated in vacuo. The residue was stirred with diethyl ether; the diethyl ether was decanted from some insoluble tar and the diethyl ether concentrated in vacuo. The residue was crystallized from petroleum ether to give 0.1 g of the title compound; m.p. =86°-88° C.

Workup

  1. customformed
  2. customThe methylene chloride was decanted from the solid
  3. concentrationthe solution concentrated in vacuo
  4. customthe diethyl ether was decanted from some insoluble tar
  5. concentrationthe diethyl ether concentrated in vacuo
  6. customThe residue was crystallized from petroleum ether

Sources & evidence

ORD record
ord-545a0e1d26dc41f985ac5de7d6f52f55
Source dataset
uspto-grants-1991_04
Patent number
US05011947

Reaction notes

Loading…