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HRID 567390作成日:2026年10月24日

Bromoethene → 1,4-Pentadien-3-ol, 3-methyl-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-

https://huagongshe.com/ja/reaction/567390

反応式

関与物質

役割名称HCID仕込み量
反応物BromoetheneHCID 11641—
反応物I2-IononeHCID 638014—
反応物MagnesiumHCID 5462224—
溶媒TetrahydrofuranHCID 8028—
生成物1,4-Pentadien-3-ol, 3-methyl-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-HCID 6436846837.1%

反応条件

温度7.5 °C

反応手順

0.1 mols of magnesium turnings are suspended in 50 ml of THF and treated with some drops of a solution of 0.12 mols of vinyl bromide in 100 ml of THF with stirring and under nitrogen atmosphere. As soon as the Grignard starts to form, the mixture is is cooled to 5-10° C. and added with the remaining solution of vinyl bromide in 30 min. The mixture is then cooled to −60° C. and added with 0.09 mols of beta ionone in 100 ml of THF in 20 min. The mixture is left to warm to room temperature, then heated at 40° C. for 2 hours. After that, the reaction is quenched as above described and vinyl beta-ionol is recovered by double distillation under vacuum, to obtain 166 g of a product, corresponding to an about 84% yield, with purity higher than 90%, determined by NMR.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06177579B1
出典データセットuspto-grants-2001_01
ORD IDord-209895f0c3fa4b99a666bb710cc5c737
出典メモuspto-grants-2001_01