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六水合三氯化铁催化3-甲基环己酮与丙酮酸乙酯交叉羟醛缩合制备薄荷内酯

陈雄 刘金云 李亚白 刘建福 杨华武

应用化学2013,Vol.30Issue(9):1005-1009,5.
应用化学2013,Vol.30Issue(9):1005-1009,5.DOI:10.3724/SP.J.1095.2013.20523

六水合三氯化铁催化3-甲基环己酮与丙酮酸乙酯交叉羟醛缩合制备薄荷内酯

Synthesis of Mintlactone via Cross-Aldol Condensation Between 3-Methylcyclohexanone and Ethyl Pyruvate Using Ferric Chloride Hexahydrate as Catalyst

陈雄 1刘金云 1李亚白 1刘建福 1杨华武1

作者信息

  • 1. 湖南中烟工业有限责任公司技术中心 长沙410007
  • 折叠

摘要

Abstract

A FeCl3·6H2O-catalyzed cross-Aldol condensation of 3-methylcyclohexanone and ethyl pyruvate was developed for the synthesis of mintlactone.The resultant ethyl 2-(4-methyl-2-oxocyclohexylidene)propionate and 7a-hydroxymintlactone were saponified by NaOH,reduced by NaBH4,and acidified to yield (±)-mintlactone in 51% yield.Regioselectivity of the keto-to-enol isomerization of 3-methylcyclohexanone and isomer ratio of (±)-mintlactone/(±)-isomintlactone in crude products were discussed.

关键词

甲基环己酮/丙酮酸乙酯/六水合三氯化铁催化剂/交叉羟醛缩合/薄荷内酯

Key words

methylcyclohexanone/ ethyl pyruvate/ ferric chloride hexahydrate catalyst/ cross-Aldol condensation/ mintlactone

分类

化学化工

引用本文复制引用

陈雄,刘金云,李亚白,刘建福,杨华武..六水合三氯化铁催化3-甲基环己酮与丙酮酸乙酯交叉羟醛缩合制备薄荷内酯[J].应用化学,2013,30(9):1005-1009,5.

应用化学

OA北大核心CSCDCSTPCD

1000-0518

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