反应 #1605782

反应方程式

pyridine

pyridine

triphosgene

diethylamine

2,3,6-trimethylcyclohexanol

→

desired product

收率 51.8%

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

收率 51.8%

溶剂

dichlormethane

dichlormethane

dichlormethane

反应条件

后处理

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

实验过程

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%.

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