Dihydro-beta-ionone → Dihydro-beta-ionol

HRID 128799ノート

反応式

HRID 128799 の反応式
[CH3:1][C:2]1[CH2:7][CH2:6][CH2:5][C:4]([CH3:9])([CH3:8])[C:3]=1[CH2:10][CH2:11][C:12]([CH3:14])=[O:13].[BH4-].[Na+]>C(O)C>[CH3:1][C:2]1[CH2:7][CH2:6][CH2:5][C:4]([CH3:8])([CH3:9])[C:3]=1[CH2:10][CH2:11][CH:12]([OH:13])[CH3:14]

参加物

4

反応物 2

HCID 519382Dihydro-beta-iononeHCID 4311764Sodium borohydride

生成物 1

HCID 579336Dihydro-beta-ionol

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Dihydro-beta-ionone (J. Am. Chem. Soc., 108, 7314 (1986)) is reduced with sodium borohydride in ethanol in the usual fashion to provide 4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-butanol as a colorless oil. This is coupled with 4-hydroxybenzaldehyde by the method of example 13, and the resulting aldehyde is chain-extended and condensed with glyoxylic acid by the methods of example 1. The title compound is obtained as a colorless solid, mp 99°-101° after recrystallization from hexane-chloroform

出典と根拠

ORDレコード
ord-6ac473605cb2492bb8532de5d2c2a815
出典データセット
uspto-grants-1995_11
特許番号
US05464865

反応ノート

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