3,7-Dimethylocta-2,6-Dienal → Citronellol

HRID 437103Notes

Reaction equation

HRID 437103 reaction equation
[CH3:1][C:2](=[CH:4][CH2:5][CH2:6][C:7](=[CH:9][CH:10]=[O:11])[CH3:8])[CH3:3]>[Ni].CC(N(C)C)=O>[CH3:1][C:2](=[CH:4][CH2:5][CH2:6][CH:7]([CH2:9][CH2:10][OH:11])[CH3:8])[CH3:3]

Participants

4

Reactant 1

HCID 88433,7-Dimethylocta-2,6-Dienal

Product 1

HCID 8842Citronellol

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 31374DimethylacetamideSolvent

Procedure

Apparently, the hydrogenation in the presence of Raney nickel is slow (18% citral remaining after 61/2 hours) and accompanied by a substantial amount of DMA.

Sources & evidence

ORD record
ord-91f607b32f944108a3a9d9b03a6247b1
Source dataset
uspto-grants-1977_06
Patent number
US04029709

Reaction notes

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