Hydroxycitronellal → Citronellol

HRID 1438774

反応式

HRID 1438774 の反応式
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]

参加物

7

反応物 6

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

生成物 1

HCID 8842Citronellol

実験手順

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

後処理

  1. customConventionally, in this synthesis

出典と根拠

ORDレコード
ord-d9fcde7c0b9e46e8aed934fd9f036ca6
出典データセット
uspto-grants-1977_11
特許番号
US04056573

関連ノート

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