Pyridine → Acetic acid, chloro-, isobutyl ester

A solution of chloroacetyl chloride (3.2 mL, 40 mmol) in anhydrous diethyl ether (20 mL) was added dropwise within 1 h to a solution of 2-methylpropanol (2.96 g, 40 mmol) and pyridine (3.25 mL, 40 mmol) in anhydrous diethyl ether (80 mL) at 0° C. After warming to RT, the white suspension was stirred for 3 h. The precipitate was removed by filtration and washed by diethyl ether (15 mL). The combined organic solution was washed with HCl (2 N, 30 mL), followed by sat. NaHCO3 (30 mL), sat. NaCl (30 mL) solutions and dried with Na2SO4. Removal of the solvent at about 60 mmHg/30° C. afford 2-Methylpropyl Chloroacetate (5.65 g, 94%) which was used without further purification.

1. customThe precipitate was removed by filtration
2. washwashed by diethyl ether (15 mL)
3. washThe combined organic solution was washed with HCl (2 N, 30 mL)
4. dry with materialdried with Na2SO4
5. customRemoval of the solvent at about 60 mmHg/30° C.

ORD record

ord-d50588ba572f42499f258e9c04f6cbd1

Source dataset

uspto-grants-2009_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07531662B2