HCID 53889773, compound → HCID 10515538, compound

HRID 2399335Notes

Reaction equation

HRID 2399335 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH:9]=[CH:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][OH:16]>CO.[Pt]=O>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][OH:16]

Participants

4

Reactant 1

HCID 53889773HCID 53889773, compound

Product 1

HCID 10515538HCID 10515538, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 887MethanolSolvent

Procedure

A solution of 7-(2,4-dichlorophenyl)-6-hepten-1-ol (31.7 g, 122 mmol) in methanol (150 ml) was shaken under hydrogen (50 psi) with platinum oxide (1.65 g, added in portions) until no starting material could be detected by NMR spectroscopy. The catalyst was filtered off, and the solvent removed under vacuum. The residue was dissolved in ether, and the solution filtered through a pad of silica gel. The solvent was removed under vacuum to give the title compound (30.5 g, 96%) as an oil.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent removed under vacuum
  3. dissolutionThe residue was dissolved in ether
  4. filtrationthe solution filtered through a pad of silica gel
  5. customThe solvent was removed under vacuum

Sources & evidence

ORD record
ord-27426831e9a444b4b351061dea606631
Source dataset
uspto-grants-1995_09
Patent number
US05447954

Reaction notes

Loading…