Acetyl chloride → HCID 15047101, compound

To a fluorobenzene (5 mL) solution of cyclohexene (82 mg, 1 mmol) at RT was added acetyl chloride (86 mg, 1.1 mmol) and then the reaction was cooled in an ice bath. Aluminum chloride (150 mg, 1.1 mmol) was slowly added to the solution, then the reaction was slowly allowed to warm to room temperature, was stirred at room temperature for 24 h and was then heated to 80° C. for 1 h. The reaction mixture was cooled to room temperature and was then slowly added to ice cold water. The mixture was extracted with ethyl acetate and the organic portion was dried over sodium sulfate, concentrated under vacuum, and purified on a silica gel column to afford 1-[4-(4-fluoro-phenyl)-cyclohexyl]-ethanone containing about 30% of another unidentified substance (176 mg).

1. temperaturethe reaction was cooled in an ice bath
2. temperaturewas then heated to 80° C. for 1 h
3. temperatureThe reaction mixture was cooled to room temperature
4. additionwas then slowly added to ice cold water
5. extractionThe mixture was extracted with ethyl acetate
6. dry with materialthe organic portion was dried over sodium sulfate
7. concentrationconcentrated under vacuum
8. custompurified on a silica gel column

ORD record

ord-bcbc5358a4474d19a698253c2c3e52b7

Source dataset

uspto-grants-2013_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08563742B2