HCID 15661774, compound → HCID 15661776, compound

HRID 1756345Notes

Reaction equation

HRID 1756345 reaction equation
[C:1]([O:4][CH:5]([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])/[CH:6]=[CH:7]/[CH:8]=[CH:9]/[C:10]1[CH:11]=[C:12]([CH:15]=[CH:16][CH:17]=1)[CH2:13][OH:14])(=[O:3])[CH3:2]>C(Cl)Cl.[O-2].[O-2].[Mn+4]>[C:1]([O:4][CH:5]([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])/[CH:6]=[CH:7]/[CH:8]=[CH:9]/[C:10]1[CH:11]=[C:12]([CH:15]=[CH:16][CH:17]=1)[CH:13]=[O:14])(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 15661774HCID 15661774, compound

Product 1

HCID 15661776HCID 15661776, compoundYield 87.2%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Conditions

Temperature
24 °C

Procedure

11 g of manganese dioxide is added to a solution of 1.5 g of the above-produced benzyl alcohol in 30 ml of methylene chloride and stirred for 3 hours at 24° C. Then, it is filtered, washed with methylene chloride and concentrated by evaporation in a vacuum. 1.3 g of 3-[(1E,3E)-5-acetoxy-1,3-tridecadienyl]-benzaldehyde is obtained as colorless oil.

Workup

  1. filtrationThen, it is filtered
  2. washwashed with methylene chloride
  3. concentrationconcentrated by evaporation in a vacuum

Sources & evidence

ORD record
ord-d4e6f6e88fc54a4baeab6c90815672f2
Source dataset
uspto-grants-1995_08
Patent number
US05440044

Reaction notes

Loading…