2-Chloroethanol → 2-(2-Chloroethoxy)-2-methylpropanenitrile

Temperatur

60 °C

Additional procedure. ZnCl2 (352.3 g 2.59 moles) was added to a 2 L round bottom flask equipped with a mechanical stirrer, nitrogen inlet-outlet, temperature probe, and condenser. Acetone cyanohydrin (110.0 g 1.29 moles) was slowly added to the stirred solid over 30 minutes keeping the temperature below 32° C. with external cooling. To the slurry, 2-chloroethanol (124.9 g 1.55 moles) was slowly added over 20 minutes keeping the temperature below 32° C. with external cooling. Acetone (3.75 g, 64.6 mmoles) was added and the mixture was heated to 60° C. After stirring for 4 h at 60° C., the reaction mixture was cooled to 30-35° C., diluted with water (1.10 L) and extracted with CH2Cl2 (1×440 mL and 1×220 mL). The combined CH2Cl2 extracts were washed with 0.5M sodium bicarbonate (330 mL), followed by water (3×330 mL). The dichloromethane solution was concentrated under vacuum to afford crude product (109 g). The crude product was purified by vacuum distillation (10 mm Hg) using a Vigreux column. The fraction boiling at 60-80° C. was collected to afford 2-(2-chloroethoxy)-2-methylpropanenitrile as colorless oil (88.7 g).

1. customequipped with a mechanical stirrer, nitrogen inlet-outlet
2. customthe temperature below 32° C.
3. customthe temperature below 32° C.
4. temperaturethe reaction mixture was cooled to 30-35° C.
5. extractionextracted with CH2Cl2 (1×440 mL and 1×220 mL)
6. washThe combined CH2Cl2 extracts were washed with 0.5M sodium bicarbonate (330 mL)
7. concentrationThe dichloromethane solution was concentrated under vacuum
8. customto afford crude product (109 g)
9. distillationThe crude product was purified by vacuum distillation (10 mm Hg)
10. customThe fraction boiling at 60-80° C. was collected

ORD-Eintrag

ord-9174c53b09f6487caa82e6b0cfa0c23b

Quelldatensatz

uspto-grants-2011_02

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07893055B2