反応 #1605782

反応方程式

pyridine

pyridine

triphosgene

diethylamine

2,3,6-trimethylcyclohexanol

→

desired product

収率 51.8%

Diethyl-carbamic acid 2,3,6-trimethyl-cyclohexyl ester

収率 51.8%

溶媒

dichlormethane

dichlormethane

dichlormethane

反応条件

後処理

1. 1
   その他to come to ambient temperature
2. 2
   その他quenched with water
3. 3
   その他After separation of the phases
4. 4
   抽出the water phase was extracted once with dichlormethane
5. 5
   濃縮the combined organic phases were concentrated
6. 6
   workup.DISTILLATIONThe raw product was purified by distillation and column chromatography

実験手順

4.27 g (30 mmol) of 2,3,6-trimethylcyclohexanol were placed with 110 ml dichlormethane in a 250 ml vessel at room temperature and 3.08 g (39 mmol) of pyridine were added. The reaction mixture was cooled to 0° C. and 3.56 g (12 mmol) of triphosgene in 15 ml dichlormethane were added dropwise. After five minutes 2.37 g (30 mmol) pyridine were added. Subsequently, 2.19 g (30 mmol) of diethylamine in 15 ml dichlormethane were added dropwise, the resulting mixture was allowed to come to ambient temperature and then quenched with water. After separation of the phases, the water phase was extracted once with dichlormethane and the combined organic phases were concentrated. The raw product was purified by distillation and column chromatography to yield 1.5 g of the desired product as a mixture of isomers with a purity of 99.4%.

出典