Acetophenone → HCID 124021023, compound

14.6 g of acetyl chloride was added to a solution, in 200 ml of dichloromethane, of 30.0 g of 4-n-pentyl-1,1-diphenyl-1-silacyclohexane obtained in Preparatory Example 3 and 24.8 g of aluminium chloride at room temperature, followed by agitation for 1 hour to obtain a mixture of 4-n-pentyl-1,1-dichloro-1-silacyclohexane and acetophenone. The reaction mixture was concentrated, after which the acetophenone was distilled off under reduced pressure. The residue was dissolved in 100 ml of THF, to which a solution of 10.0 g of lithium aluminium hydride in 100 ml of THF was added. The reaction mixture was agitated under reflux for 1 hour, followed by pouring into 200 ml of 5% hydrochloric acid and extraction with ethyl acetate. The resultant extract was washed with brine, dried and concentrated by a usual manner, followed by purification through silica gel chromatography to obtain 15.0 g of 4-n-pentyl-1-silacyclohexane.

1. customto obtain
2. concentrationThe reaction mixture was concentrated
3. distillationafter which the acetophenone was distilled off under reduced pressure
4. dissolutionThe residue was dissolved in 100 ml of THF, to which a solution of 10.0 g of lithium aluminium hydride in 100 ml of THF
5. additionwas added
6. temperatureunder reflux for 1 hour
7. additionby pouring into 200 ml of 5% hydrochloric acid and extraction with ethyl acetate
8. extractionThe resultant extract
9. washwas washed with brine
10. customdried
11. concentrationconcentrated by a usual manner
12. customfollowed by purification through silica gel chromatography

ORD record

ord-eb3430ffd8684a78aed3b8c5dc78de5a

Source dataset

uspto-grants-1996_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05523439