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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1873092Generated: November 2, 2026

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

https://huagongshe.com/reaction/1873092

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclohexanone, 4-hydroxy-2,2,6-trimethyl-, (4R,6R)-HCID 10313234—
ReactantPotassium tert-butoxideHCID 23665647—
CatalystMethyltriphenyliphosphonium bromideHCID 74505—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 54282312HCID 54282312—

Reaction Steps

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.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06111125
Source datasetuspto-grants-2000_08
ORD IDord-21608beb0b6b4effbd134bc0576f9a7d
Source noteuspto-grants-2000_08