2,4-Diethylhepta-2,6-dienal → 2,4-Diethylheptan-1-ol

HRID 1702229Notes

Reaction equation

HRID 1702229 reaction equation
[CH2:1]([C:3](=[CH:6][CH:7]([CH2:11][CH3:12])[CH2:8][CH:9]=[CH2:10])[CH:4]=[O:5])[CH3:2]>[Ni].CO>[CH2:1]([CH:3]([CH2:6][CH:7]([CH2:11][CH3:12])[CH2:8][CH2:9][CH3:10])[CH2:4][OH:5])[CH3:2]

Participants

4

Reactant 1

HCID 27242702,4-Diethylhepta-2,6-dienal

Product 1

HCID 5499922,4-Diethylheptan-1-ol

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

Into a 0.5 liter shaking autoclave with glass insert, 33.2 g (0.2 mol.) 2,4-diethyl-2,6-heptadienal, 70 ml methanol and 3 g freshly prepared Raney nickel were introduced. The hydrogenation takes about 165 minutes after the pressure becomes constant. Subsequently, the catalyst is filtered off and after withdrawal of the solvent, distillation takes place in a water jet vacuum. The yield is 28 g, corresponding to 81.4% of the theoretical amount. B.p.12 : 109° C., colorless oil, fruit-like fragrance.

Workup

  1. additionwere introduced
  2. filtrationSubsequently, the catalyst is filtered off
  3. distillationafter withdrawal of the solvent, distillation
  4. custom109° C., colorless oil, fruit-like fragrance

Sources & evidence

ORD record
ord-247272efe3264fc29aa88c9b3af9390b
Source dataset
uspto-grants-1983_04
Patent number
US04380675

Reaction notes

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