HCID 178418287, compound → HCID 178520923, compound

HRID 1463756Notes

Reaction equation

HRID 1463756 reaction equation
[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.[F:12][C:13]1[CH:18]=[CH:17][C:16]([C@H:19]2[CH2:24][CH2:23][C@H:22]([CH2:25][OH:26])[CH2:21][CH2:20]2)=[CH:15][CH:14]=1>ClCCl.C(OCC)C>[F:12][C:13]1[CH:14]=[CH:15][C:16]([C@H:19]2[CH2:20][CH2:21][C@H:22]([CH:25]=[O:26])[CH2:23][CH2:24]2)=[CH:17][CH:18]=1

Participants

5

Reactant 2

HCID 178418287HCID 178418287, compoundHCID 178520924HCID 178520924, compound

Product 1

HCID 178520923HCID 178520923, compoundYield 81%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolvent2×HCID 6344DichloromethaneSolvent

Procedure

A suspension of 11.35 g of pyridinium chlorochromate in 80 ml of dichloromethane was treated dropwise with a solution of 6.06 g of (trans-4-(4-fluorophenyl)cyclohexyl]methanol in 18 ml of diethyl ether. The reaction mixture was stirred for 4 hours, then diluted with 50 ml of diethyl ether, decanted off from the dark residue and filtered. Concentration of the filtrate gave 4.86 g of trans-4-(4-fluorophenyl)cyclohexanecarboxaldehyde as a yellowish oil which solidified at room temperature; m.p. <30° C.

Workup

  1. customdecanted off from the dark residue
  2. filtrationfiltered

Sources & evidence

ORD record
ord-a526699914c34e34b8a8649fe0ffd443
Source dataset
uspto-grants-1994_04
Patent number
US05302317

Reaction notes

Loading…