반응 #1747

반응 방정식

sodium hydroxide

trans-4-(4-dimethylaminomethylphenyl)-cyclohexanol

triethylamine

4-chlorobenzoylchloride

→

trans-O-(4-Chlorobenzoyl)-4-(4-dimethylaminomethylphenyl)-cyclohexanol

용매

water

methylene chloride

반응 조건

후처리

1. 1
   온도refluxed for 3 hours
2. 2
   온도After cooling
3. 3
   기타the methylene chloride phase is separated off
4. 4
   추출the aqueous phase is extracted once more with methylene chloride
5. 5
   건조The combined organic phases are dried over sodium sulphate
6. 6
   기타evaporated down in vacuo
7. 7
   기타The solid residue is purified by column chromatography (aluminium oxide neutral, activity stage III, ICN; petroleum ether/ethyl acetate=40:1)
8. 8
   기타White crystals are obtained with a melting point of 94°-95° C.

실험 절차

A solution of 1.0 g (0.0043 mol) of trans-4-(4-dimethylaminomethylphenyl)-cyclohexanol and 0.6 ml of triethylamine in 50 ml of methylene chloride is combined, dropwise, with 0.75 g (0.0043 mol) of 4-chlorobenzoylchloride, with stirring, and refluxed for 3 hours. After cooling, 50 ml of water are added, the mixture is adjusted to pH 12-13 with sodium hydroxide solution, the methylene chloride phase is separated off and the aqueous phase is extracted once more with methylene chloride. The combined organic phases are dried over sodium sulphate and evaporated down in vacuo. The solid residue is purified by column chromatography (aluminium oxide neutral, activity stage III, ICN; petroleum ether/ethyl acetate=40:1). White crystals are obtained with a melting point of 94°-95° C.

출처