Myrcene → (Z)-2,6-dimethyloct-2-ene-1,8-diol

HRID 128146

反応式

HRID 128146 の反応式
CC(C)=CCCC(C=C)=C.ClC(CCCCC)C(Cl)=C(C)C.C([O:26][CH2:27]/[CH:28]=[C:29](\[CH2:31][CH2:32][CH:33]=[C:34]([CH3:36])[CH3:35])/[CH3:30])(=O)C.C([O-])(=[O:39])C.[Na+].[OH-].[Ca+2].[OH-]>C1C=CC=CC=1.C(N(CC)CC)C>[OH:39][CH2:36]/[C:34](=[CH:33]\[CH2:32][CH2:31][CH:29]([CH2:28][CH2:27][OH:26])[CH3:30])/[CH3:35]

参加物

8

反応物 5

HCID 31253MyrceneHCID 517045Sodium AcetateHCID 1549025Neryl acetateHCID 6093208Calcium HydroxideHCID 20571628Dichloro di-methyloctene

生成物 1

HCID 77134639(Z)-2,6-dimethyloct-2-ene-1,8-diol

試薬・触媒・溶媒 2

HCID 241Benzene溶媒HCID 8471Triethylamine溶媒

実験手順

Prod.: (many methods) e.g. from Myrcene, via Myrcene dihydrochloride to Dichloro di-methyloctene. This is converted to Chloro di-hydrogeranyl acetate (and-neryl acetate) with Sodium Acetate in Benzene in presence of Triethylamine. The acetates are saponified with Calcium hydroxide to yield Hydroxycitronellol, from which the aldehyde is prepared by oxidation.

出典と根拠

ORDレコード
ord-556bbc3a328e454ab039bc372f2aeabf
出典データセット
uspto-grants-1981_03
特許番号
US04258727

関連ノート

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