3,7-Dimethylocta-2,6-Dienal → Geraniol nerol

HRID 2211578Notes

Reaction equation

HRID 2211578 reaction equation
[H][H].[CH3:3][C:4](=[CH:6][CH2:7][CH2:8][C:9](=[CH:11][CH:12]=[O:13])[CH3:10])[CH3:5]>CO>[CH3:5][C:4](=[CH:6][CH2:7][CH2:8]/[C:9](=[CH:11]/[CH2:12][OH:13])/[CH3:10])[CH3:3].[OH:13][CH2:12]/[CH:11]=[C:9](/[CH3:10])\[CH2:8][CH2:7][CH:6]=[C:4]([CH3:5])[CH3:3]

Participants

4

Reactant 2

HCID 88433,7-Dimethylocta-2,6-DienalHCID 178418361HCID 178418361, compound

Product 1

HCID 86588956Geraniol nerol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Solid bed catalyst from Example 2 with recycle: 100 ml (41.1 g) of the catalyst were installed in the reactor and activated as per the general prescription. At a hydrogen pressure of 40 bar (24 l/h, s.t.p.), the addition rates were set as follows: citral (2, 60 g/h, purity 98%), methanol +10% TMA (3, 25.5 g/h), return flow (6, 240 g/h). At a reactor temperature of 75° C. and a conversion of 95.61% (reaction time: 713 h), a selectivity for geraniol/nerol of 95.22% was obtained (ratio of Ger/Ner: 1.20). Byproducts: selectivity for citronellol: 1.80%, selectivity for nerol isomers: 1.70%.

Workup

  1. customAt a reactor temperature of 75° C. and a conversion of 95.61% (reaction time: 713 h)

Sources & evidence

ORD record
ord-587a6ef7ad3c493786217cad68f59c2a
Source dataset
uspto-grants-2006_09
Patent number
US07101824B2

Reaction notes

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