反応 #1754

反応方程式

4-chlorobenzoylchloride

cis-4-(4-dimethylaminomethylphenyl)-cyclohexanol

triethylamine

dimethylaminopyridine

sodium hydroxide

→

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

溶媒

water

methylene chloride

反応条件

後処理

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

実験手順

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.

出典