Water → 4-n-Propyl-4-phenyl-4-silacyclohexane carbaldehyde

12 g of potassium t-butoxide was added to a mixture of 35 g of methoxymethyltriphenylphosphonium chloride and 200 ml of THF to prepare an orange ylide solution. A solution of 23 g of 4-n-propyl-4-phenyl-4-silacyclohexanone in 50 ml of THF was added to the ylide solution and agitated at room temperature for 2 hours. Thereafter, the mixture was poured into iced water and extracted with methylene chloride, followed by washing, drying and concentration by a usual manner. n-Hexane was added to the residue, and the resultant crystals of triphenylphosphine oxide were removed by filtration. The filtrate was concentrated, and the resultant residue was hydrolyzed with 100 ml of 20% hydrochloric acid, followed by washing, drying and concentration by a usual manner to obtain 4-n-propyl-4-phenyl-4-silacyclohexane carbaldehyde.

1. customto prepare an orange ylide solution
2. extractionextracted with methylene chloride
3. washby washing
4. customdrying
5. concentrationconcentration by a usual manner
6. additionn-Hexane was added to the residue
7. customthe resultant crystals of triphenylphosphine oxide were removed by filtration
8. concentrationThe filtrate was concentrated
9. washby washing
10. customdrying
11. concentrationconcentration by a usual manner

ORD record

ord-7af0ec22991e44728c4339cf7a4c117a

Source dataset

uspto-grants-1998_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05730901