Linalool → Citronellol

HRID 127046

Reaction equation

HRID 127046 reaction equation
C=CC(CCC=C(C)C)(C)O.[OH:12][CH2:13]/[CH:14]=[C:15](/[CH3:22])\[CH2:16][CH2:17][CH:18]=[C:19]([CH3:21])[CH3:20].CC(=CCC/C(=C/CO)/C)C>>[CH3:20][C:19](=[CH:18][CH2:17][CH2:16][CH:15]([CH2:14][CH2:13][OH:12])[CH3:22])[CH3:21]

Participants

4

Reactant 3

HCID 6549LinaloolHCID 637566Geraniol2×HCID 643820Nerol

Product 1

HCID 8842Citronellol

Procedure

A portion of the reaction was steam distilled to provide a crude product having a ratio of linalool to nerol plus geraniol to cis- and trans-isogeraniols of 62 to 25 to 13, respectively. The isogeraniols, while not known to be useful in perfumery, can be (like geraniol) hydrogenated to yield citronellol, a valuable perfumery material.

Sources & evidence

ORD record
ord-69f66624d4364838ae34db42728b0eff
Source dataset
uspto-grants-1981_03
Patent number
US04254291

Linked notes

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