Реакция #1605782

Уравнение реакции

pyridine

pyridine

triphosgene

diethylamine

2,3,6-trimethylcyclohexanol

→

desired product

Выход 51.8%

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

Выход 51.8%

Растворители

dichlormethane

dichlormethane

dichlormethane

Условия реакции

Обработка

1. 1
   Другоеto come to ambient temperature
2. 2
   Другоеquenched with water
3. 3
   ДругоеAfter separation of the phases
4. 4
   Экстракцияthe water phase was extracted once with dichlormethane
5. 5
   Концентрированиеthe combined organic phases were concentrated
6. 6
   workup.DISTILLATIONThe raw product was purified by distillation and column chromatography

Методика

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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