Chloroacetyl chloride → 2-Chloro-N-(2,2-dimethoxyethyl)-N-methylacetamide

温度

-20 °C

N-Methyl-2,2-dimethoxyethanamine (50.0 grams; 0.42 mole), methylene chloride (200 ml) and triethylamine (46.6 grams; 0.462 mole) were charged into a glass reaction vessel fitted with a mechanical stirrer, and thermometer. A calcium chloride filled drying tube was attached and the solution was cooled to about -20° C. Chloroacetyl chloride (49.7 grams; 0.44 moles) dissolved in methylene chloride (25 ml) was then added dropwise, with stirring, while holding the temperature at about -20° C. to -10° C. At the end of the addition, stirring was continued at -20° C. to 10° C. for a period of about 1 hour. The solution was allowed to warm to room temperature, then was stirred at this temperature for a period of about 16 hours. Diethyl ether (125 ml) was then added and the resulting solution filtered. The filtrate was washed with water (30 ml). The washed filtrate was dried and filtered. The solvent was distilled off under mild heat and reduced pressure to yield a residue which was fractionally distilled under reduced pressure to yield the desired product N-methyl-N-(2,2-dimethoxyethyl)-2-chloroacetamide as a fraction boiling at 112° C.-119° C. at 0.30 mm. Hg.

1. customfitted with a mechanical stirrer
2. customdrying tube
3. additionwas then added dropwise
4. customat about -20° C. to -10° C
5. additionAt the end of the addition
6. stirringstirring
7. temperatureto warm to room temperature
8. stirringwas stirred at this temperature for a period of about 16 hours
9. filtrationthe resulting solution filtered
10. washThe filtrate was washed with water (30 ml)
11. customThe washed filtrate was dried
12. filtrationfiltered
13. distillationThe solvent was distilled off
14. temperatureunder mild heat
15. customreduced pressure to yield a residue which
16. distillationwas fractionally distilled under reduced pressure

ORDレコード

ord-2303ad06abbf4883a1c21492113402da

出典データセット

uspto-grants-1982_02

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US04314840