Cyclohexanone, 4-hydroxy-2,2,6-trimethyl-, (4R,6R)- → HCID 54282312, compound

0.79 g (6.86 mmol) of potassium tert-butoxide (KOtBu) was added to a solution of 2.5 g (6.86 mmol) of methyltriphenylphosphonium bromide in 10 ml of dimethyl sulfoxide (DMSO) under N2, and the mixture was then stirred at RT for 30 min. 0.36 g (2.29 mmol) of (4R,6R)-4-hydroxy-2,2,6-trimethyl-1-cyclohexanone was added to this mixture, which was then stirred at RT for 5 min. during which a white precipitate appeared. The mixture was then stirred at 60° C. for 15 min, cooled to RT, poured into 150 ml of ice-water and extracted twice with 50 ml of methylene chloride. The organic phase was separated off, washed with 50 ml of a 5% strength aqueous Na2CO3 solution and 50 ml of water and dried over MgSO4, and the solvent was removed under reduced pressure.

1. stirringwas then stirred at RT for 5 min. during which a white precipitate
2. stirringThe mixture was then stirred at 60° C. for 15 min
3. temperaturecooled to RT
4. extractionextracted twice with 50 ml of methylene chloride
5. customThe organic phase was separated off
6. washwashed with 50 ml of a 5% strength aqueous Na2CO3 solution and 50 ml of water
7. dry with materialdried over MgSO4
8. customthe solvent was removed under reduced pressure

ORD record

ord-21608beb0b6b4effbd134bc0576f9a7d

Source dataset

uspto-grants-2000_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06111125