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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1849912Generated: November 1, 2026

3-(Hydroxymethyl)cyclohexanone → HCID 86703790, compound

https://huagongshe.com/reaction/1849912

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(Hydroxymethyl)cyclohexanoneHCID 12201678—
ReactantPotassium tert-butoxideHCID 23665647—
Reactanttert-butyl 5-chloro-2,4-difluorobenzoateHCID 58042499—
SolventDimethyl SulfoxideHCID 679—
SolventEthyl AcetateHCID 8857—
ProductHCID 86703790HCID 8670379027.8%

Reaction Steps

To a solution of 3-(hydroxymethyl)cyclohexanone (575 mg) and tert-butyl 5-chloro-2,4-difluoro-benzoate (1.23 g) in DMSO (13.5 mL) at 14° C. (bath) was added potassium tert-butoxide (604 mg) gradually. After 5 min, the mixture was stirred at rt for 30 min. Diluted with EtOAc, the contents were washed with dilute NaHCO3 (3×) and brine, and dried (Na2SO4). After filtration and concentration, the crude was purified with flash chromatography (0->40% EtOAc/heptane) to give the product (445 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952169B2
Source datasetuspto-grants-2015_02
ORD IDord-df805d072b504918975dd95eccb0a289
Source noteuspto-grants-2015_02