Hydroxycitronellal → Citronellol

HRID 1438774

Reaktionsgleichung

Reaktionsgleichung von HRID 1438774
O[CH2:2]/[C:3](=[CH:5]\[CH2:6][CH2:7][CH:8]([CH2:10][CH2:11][OH:12])[CH3:9])/[CH3:4].CC(CC=O)CCCC(O)(C)C.CC(=CCC/C(=C/CO)/C)C.OC/C=C(/C)\CCC=C(C)C.CC1(C)C2CC1CCC2=C.CC(C)=CCCC(C=C)=C.Cl>>[CH3:2][C:3](=[CH:5][CH2:6][CH2:7][CH:8]([CH2:10][CH2:11][OH:12])[CH3:9])[CH3:4]

Komponenten

7

Edukt 6

HCID 7888HydroxycitronellalHCID 14896Beta-PineneHCID 637566GeraniolHCID 643820NerolHCID 19805005Myrcene hydrochlorideHCID 77134639(Z)-2,6-dimethyloct-2-ene-1,8-diol

Produkt 1

HCID 8842Citronellol

Versuchsvorschrift

A primary use for hydroxycitronellol is as an intermediate in the synthesis of hydroxycitronellal, (7-hydroxy-3,7-dimethyloctan-1-al), a widely used perfumery material. Conventionally, in this synthesis, a mixture of geraniol and nerol is prepared from beta-pinene via myrcene hydrochloride and is partially hydrogenated to produce citronellol. Citronellol is then hydrated under acid conditions to produce hydroxycitronellol. It has also been made from myrcene by preparing the dihydrochloride and then chlorodihydrogeranyl acetate, followed by saponification and hydrogenation.1

Aufarbeitung

  1. customConventionally, in this synthesis

Quellen und Nachweise

ORD-Eintrag
ord-d9fcde7c0b9e46e8aed934fd9f036ca6
Quelldatensatz
uspto-grants-1977_11
Patentnummer
US04056573

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