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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1161034Generated: October 29, 2026

Water → HCID 66699467, compound

https://huagongshe.com/reaction/1161034

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant1-(2-Hydroxy-3-propyl-4-sulfanylphenyl)ethan-1-oneHCID 13295518—
Reactant(S)-3-[(4-Iodomethyl-phenyl)-(tetrahydro-pyran-2-yloxy)-methyl]-benzonitrileHCID 57884505—
SolventMethyl Ethyl KetoneHCID 6569—
ProductHCID 66699467HCID 6669946753.4%

Reaction Steps

Stir a mixture of 1-(2-Hydroxy-4-mercapto-3-propyl-phenyl)-ethanone (250 mg, 1.18 mmol), (S)-3-[(4-Iodomethyl-phenyl)-(tetrahydro-pyran-2-yloxy)-methyl]-benzonitrile (515 mg, 1.18 mmol) and cesium carbonate (769 mg, 2.36 mmol) in 2-butanone (10 ml) at room temperature under argon for 24 hours. Pour the mixture into water (85 ml) and extract with ethyl acetate (3×25 ml). Combine the organic extracts and wash with water, brine, then dry over sodium sulfate, filter and concentrate. Purify the crude product via silica chromatography eluting with 1:4 ethyl acetate:hexanes to give the title compound (325 mg, 53%). MS (m/z) 514 (M−H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07816523B2
Source datasetuspto-grants-2010_10
ORD IDord-55c1720b73bc4d1fa67d16e75e57f400
Source noteuspto-grants-2010_10