Water → HCID 19739325, compound

7 g of methoxymethyl-triphenylphosphonium chloride were suspended in 35 ml of t-butyl methyl ether and the suspension was treated at -20° C. with 2.43 g of potassium t-butylate. The mixture was stirred for a further 1 hour at room temperature, then treated dropwise at -20° C. with a solution of 2 g of 4-(1E-pentenyl)cyclohexanone in 18 ml of tetrahydrofuran and the mixture was stirred for a further 1 hour at room temperature. The reaction mixture was subsequently treated with water and extracted three times with 50 ml of diethyl ether each time. The extracts were washed with water and the wash-water was back-extracted with diethyl ether. The organic phases were dried over magnesium sulphate and freed from solvent. The residue was dissolved in ethyl acetate and the solution was diluted with petroleum ether, freed from precipitated triphenylphosphine oxide by filtration and the filtrate was concentrated. This procedure for the separation of triphenylphosphine oxide was repeated twice and the crude product of 1-(methoxymethylene)-4-(1E-pentenyl)cyclohexane obtained was processed without additional purification.

1. stirringthe mixture was stirred for a further 1 hour at room temperature
2. extractionextracted three times with 50 ml of diethyl ether each time
3. washThe extracts were washed with water
4. washthe wash-water
5. extractionwas back-extracted with diethyl ether
6. dry with materialThe organic phases were dried over magnesium sulphate
7. dissolutionThe residue was dissolved in ethyl acetate
8. additionthe solution was diluted with petroleum ether
9. customfrom precipitated triphenylphosphine oxide
10. filtrationby filtration
11. concentrationthe filtrate was concentrated
12. customThis procedure for the separation of triphenylphosphine oxide

ORD record

ord-2fb2cc032d6542c78c881abe1b79d1cf

Source dataset

uspto-grants-1993_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05238602