Pyridine → HCID 49787365, compound

Temperature

0 °C

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%.

1. customto come to ambient temperature
2. customquenched with water
3. customAfter separation of the phases
4. extractionthe water phase was extracted once with dichlormethane
5. concentrationthe combined organic phases were concentrated
6. distillationThe raw product was purified by distillation and column chromatography

ORD record

ord-a51f7b88efa945389ef2ed4bcecd4c88

Source dataset

uspto-grants-2015_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09072676B2