Lithium Hydroxide → (Z)-3-(2-naphthyl)prop-2-enoic acid

反応式

C([O:3][C:4](=[O:17])/[CH:5]=[CH:6]\[C:7]1[CH:16]=[CH:15][C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=1)C.[OH-].[Li+]>O1CCCC1.O>[CH:8]1[C:9]2[C:14](=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:15]=[CH:16][C:7]=1/[CH:6]=[CH:5]\[C:4]([OH:17])=[O:3]

参加物

反応条件

温度: 60 °C

実験手順

A solution of (Z)-naphthalene-2-acrylic acid ethyl ester (1.38 g, 6.0 mmole) in a mixture of tetrahydrofuran (10 ml) and water (10 ml) was treated with lithium hydroxide (0.88 g, 37 mmol) and heated to 60° C. for 6 hours. On cooling, the organic phase was separated and the. aqueous phase was acidified and extracted with diethyl ether. The ethereal phase was dried and the solvent removed in vaccuo to give (Z)-3-(2-naphthyl)prop-2-enoic acid as a white solid which was used without further purification, Mp 207-209° C.