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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2200820Generated: October 31, 2026

Water → 4-{[4-(1-Hydroxy-1-methylethyl)-6-(trifluoromethyl)pyridin-2-yl]oxy}cyclohexanone

https://huagongshe.com/reaction/2200820

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2-[2-(1,4-Dioxaspiro[4.5]dec-8-yloxy)-6-(trifluoromethyl)pyridin-4-yl]propan-2-olHCID 71257560—
SolventAcetoneHCID 180—
SolventHydrochloric AcidHCID 313—
Product4-{[4-(1-Hydroxy-1-methylethyl)-6-(trifluoromethyl)pyridin-2-yl]oxy}cyclohexanoneHCID 71257764—

Reaction Conditions

Temperature25 °C

Reaction Steps

2-[2-(1,4-Dioxaspiro[4.5]dec-8-yloxy)-6-(trifluoromethyl)pyridin-4-yl]propan-2-ol (0.049 g, 0.14 mmol) was dissolved in acetone (3.7 mL) A solution of 12.0 M hydrogen chloride in water (0.43 mL, 5.2 mmol) was added and was stirred at 25° C. for 16 hours at which time LCMS showed about 70% reaction was complete. An additional 12.0 M hydrogen chloride in water (0.43 mL, 5.2 mmol) was added and was stirred for 3 hours; LCMS showed ˜90% reaction was complete and was quenched into excess NaHCO3, extracted with EtOAc and the organic extract was evaporated to give the product. This was used in the next reaction without purification. MS (ES): 318 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359358B2
Source datasetuspto-grants-2016_06
ORD IDord-d4bdafcefe87461fbc0464dafd7e641b
Source noteuspto-grants-2016_06