Hydrochloric Acid → HCID 53879354, compound

Into a round bottom three-necked flask equipped with a stirrer, a reflux condenser, and a dropping funnel were placed 583 g. of anisole, 720 g. of aluminum chloride, and 2.37 liters of carbon disulfide. The reaction solution was stirred and 565 g. of crotonyl chloride were added by dropwise addition at such a rate as to maintain a continuous reflux. As the reaction mixture thickened, an additional 2.37 liters of carbon disulfide were added. The resulting reaction mixture which had the consistency of a slurry was refluxed for 4 hours and thereafter was poured into a mixture of 9 kg. of ice, 2 liters of water and 900 ml. of concentrated hydrochloric acid. The carbon disulfide was removed from the dilute acidified reaction mixture under vacuum. The aqueous residue was then extensively extracted with dichloromethane. The extract was washed with water and dried and was then evaporated in vacuo to yield the condensation product, p-methoxyphenyl propenyl ketone as an oil having a boiling point of about 135° C. (0.5 mm).

1. customInto a round bottom three-necked flask equipped with a stirrer, a reflux condenser, and a dropping funnel
2. temperatureto maintain a continuous reflux
3. customThe resulting reaction mixture which
4. temperaturewas refluxed for 4 hours
5. additionwas poured into a mixture of 9 kg
6. customThe carbon disulfide was removed from the dilute
7. customreaction mixture under vacuum
8. extractionThe aqueous residue was then extensively extracted with dichloromethane
9. washThe extract was washed with water
10. customdried
11. customwas then evaporated in vacuo

ORD record

ord-a3c1de7384a1499e858de4d99587bf92

Source dataset

uspto-grants-1976_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US03987200