Pyridine → Chloromethyl isopropyl carbonate

Temperature

0 °C

2-Propanol (73.14 mmole, 5.6 mL) was added to a solution of chloromethyl chloroformate (73.85 mmole, 6.5 mL) in ether (100 mL). The reaction mixture was cooled to 0° C. and pyridine (74.18 mmole, 6 mL) was dropwise added with stirring. Thereafter, the reaction mixture was stirred at ambient temperature for 20 hours. The formed solids were filtered and the filtrate was washed with citric acid (1% aqueous), water, sodium bicarbonate solution (1%) and brine. The organic layer was dried over magnesium sulfate, filtered, and evaporated to dryness to yield 10.26 g (92%) of a colorless oil. MS (ES+): m/e 152 (M+H).

1. stirringThereafter, the reaction mixture was stirred at ambient temperature for 20 hours
2. filtrationThe formed solids were filtered
3. washthe filtrate was washed with citric acid (1% aqueous), water, sodium bicarbonate solution (1%) and brine
4. dry with materialThe organic layer was dried over magnesium sulfate
5. filtrationfiltered
6. customevaporated to dryness

ORD record

ord-f8ca529ee2b841fd8a7dc8ab9a069b30

Source dataset

uspto-grants-2011_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07879825B2