Pyridine → Chloromethyl isopropyl carbonate

Temperature

0 °C

A solution of chloroformic acid chloromethyl ester (6.23 mL, 70.0 mmol) and isopropyl alcohol (4.4 g, 73.0 mmol) in anhydrous ether (150 mL) was added dropwise to a solution of pyridine (5.7 mL) at 0° C. The reaction mixture was stirred for 1 h at 0° C. and then 3 h at room temperature. The reaction mixture was diluted with ether and then washed successively with water, 10% hydrochloric acid and brine. The organic solution was dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to yield chloromethyl isopropyl carbonate. The product was carried forward without further purification. 1H NMR (CDCl3): 5.68 (s, 2H), 4.90 (m, 1H), 1.32 ppm (d, 6H).

1. custom3 h
2. customat room temperature
3. washwashed successively with water, 10% hydrochloric acid and brine
4. dry with materialThe organic solution was dried over anhydrous sodium sulfate
5. filtrationfiltered
6. concentrationconcentrated under reduced pressure

ORD record

ord-6684edb1a38245708d9efba7575d7177

Source dataset

uspto-grants-2009_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07498353B2