반응 #1754

반응 방정식

4-chlorobenzoylchloride

cis-4-(4-dimethylaminomethylphenyl)-cyclohexanol

triethylamine

dimethylaminopyridine

sodium hydroxide

→

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

용매

water

methylene chloride

반응 조건

후처리

1. 1
   기타The methylene chloride phase is separated off
2. 2
   추출the aqueous phase is extracted several times with methylene chloride
3. 3
   세척the combined organic phases are washed with saturated saline solution
4. 4
   기타dried
5. 5
   기타evaporated down in vacuo
6. 6
   기타The residue is purified by column chromatography (aluminium oxide neutral, activity stage III, ICN; petroleum ether/ethyl acetate=45:1) White crystals

실험 절차

0.24 g (0.001 mol) of cis-4-(4-dimethylaminomethylphenyl)-cyclohexanol, 0,34 ml (0.0025 mol) of triethylamine and 0.12 g (0.001 mol) of dimethylaminopyridine are dissolved in 20 ml of methylene chloride, mixed with 0.175 g (0.001 mol) of 4-chlorobenzoylchloride and stirred for 12 hours at ambient temperature. The reaction mixture is combined with water and adjusted to pH 12-13 using sodium hydroxide solution. The methylene chloride phase is separated off, the aqueous phase is extracted several times with methylene chloride and the combined organic phases are washed with saturated saline solution, dried and evaporated down in vacuo. The residue is purified by column chromatography (aluminium oxide neutral, activity stage III, ICN; petroleum ether/ethyl acetate=45:1) White crystals.

출처