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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1844681Generated: November 1, 2026

Water → HCID 90150838, compound

https://huagongshe.com/reaction/1844681

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
ReactantEthanol, 2,2,2-trifluoro-, 1-(4-methylbenzenesulfonate)HCID 67942—
ReactantHCID 178440592HCID 178440592—
SolventDimethylformamideHCID 6228—
ProductHCID 90150838HCID 90150838—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 4-bromo-6-(tert-butyl)pyridin-2-ol (5.00 g, 21.8 mmol) in dry DMF (50 mL) was added NaH (1.75 g, 43.7 mmol) at 0° C. under N2 and the mixture was stirred at 0° C. for 30 min. Then CF3CH2OTs (11.1 g, 43.7 mmol) was added and the solution was stirred at 70° C. overnight. Water was added and the mixture was extracted with EA twice. The combined organic layers were washed with water (3×) and brine twice, concentrated and purified by CC (PE/EA=30/1) to give compound P2a (1.13 g, 17%) as a white oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946446B2
Source datasetuspto-grants-2015_02
ORD IDord-94b01b1a8d164fb985ff5323679cbb5a
Source noteuspto-grants-2015_02