تفاعل #1605782

معادلة التفاعل

pyridine

pyridine

triphosgene

diethylamine

2,3,6-trimethylcyclohexanol

→

desired product

المردود 51.8%

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

المردود 51.8%

المذيبات

dichlormethane

dichlormethane

dichlormethane

ظروف التفاعل

المعالجة

1. 1
   أخرىto come to ambient temperature
2. 2
   أخرىquenched with water
3. 3
   أخرىAfter separation of the phases
4. 4
   استخلاصthe water phase was extracted once with dichlormethane
5. 5
   تركيزthe combined organic phases were concentrated
6. 6
   workup.DISTILLATIONThe raw product was purified by distillation and column chromatography

الإجراء التجريبي

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%.

المصدر