Hydrochloric Acid → 8-Chloro-2-methylquinoline

A mixture consisting of 128 g (1.0 mole) of o-chloroaniline, 304 g of conc. hydrochloric acid and 61 g of water was maintained at 90°-95° C., and with sufficient stirring, 70 g (1.0 mole) of crotonaldehyde was added dropwise over the course of 2 hours. After the addition, the mixture was reacted further at 90°-95° C. for 1 hour. The reaction mixture was cooled, and then rendered alkaline by adding a conc. aqueous solution containing 132 g of sodium hydroxide with ice cooling. The alkaline mixture was separated into layers, and the oily layer was distilled at 2-3 mmHg to afford 72 g (0.4 mole) of 8-chloroquinaldine.

1. temperaturewas maintained at 90°-95° C.
2. additionAfter the addition
3. customthe mixture was reacted further at 90°-95° C. for 1 hour
4. temperatureThe reaction mixture was cooled
5. additionby adding a conc. aqueous solution
6. customThe alkaline mixture was separated into layers
7. distillationthe oily layer was distilled at 2-3 mmHg

ORDレコード

ord-db3bc50b3c8b426bb0e8a16b689b26e4

出典データセット

uspto-grants-1979_04

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US04150025