Ethyl Acetate → (3R)-4-(2-chloroethyl)-3-(methoxymethyl)morpholine hydrochloride

Temperature

70 °C

To an ice-cooled solution of 2-[(3R)-3-(methoxy-methyl)morpholino]ethanol (505 mg) in toluene (2.5 ml) was added dropwise a solution of thionyl chloride (429 mg) in toluene (1.5 ml) at 5° C. or below under a nitrogen atmosphere. The mixture was stirred at 70° C. for 1.5 hours. After cooling the mixture to room temperature, ethyl acetate was added to the mixture and the solvent was evaporated from the produced suspension under reduced pressure. Diisopropyl ether was added to the residue. After stirring the mixture at room temperature for 15 minutes, the produced precipitates were filtered, washed with diisopropyl ether and dried at 40° C. under reduced pressure to give (3R)-4-(2-chloroethyl)-3-(methoxymethyl)morpholine hydrochloride (620 mg) in the form of pale yellow powders.

1. temperatureAfter cooling the mixture to room temperature
2. customthe solvent was evaporated from the produced suspension under reduced pressure
3. additionDiisopropyl ether was added to the residue
4. stirringAfter stirring the mixture at room temperature for 15 minutes
5. customthe produced precipitates
6. filtrationwere filtered
7. washwashed with diisopropyl ether
8. customdried at 40° C. under reduced pressure

ORD record

ord-b0681da4b5424b4ea0da8c9d843d19b5

Source dataset

uspto-grants-2007_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07229992B2