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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1881902Generated: October 31, 2026

Tetrahydrofuran → HCID 59331394, compound

https://huagongshe.com/reaction/1881902

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriethylamineHCID 8471—
ReactantHCID 23139317HCID 23139317—
Reactant4-[4-(cyclopropylsulfonyl)phenyl]-5-(tetrahydro-2H-pyran-4-yl)pent-1-en-3-oneHCID 59331258—
Catalyst3-Benzyl-5-(2-hydroxyethyl)-4-methylthiazolium chlorideHCID 2833352—
SolventEthanolHCID 702—
ProductHCID 59331394HCID 5933139477%

Reaction Steps

A mixture of 4-[4-(cyclopropylsulfonyl)phenyl]-5-(tetrahydro-2H-pyran-4-yl)pent-1-en-3-one (0.77 g), ethyl (4-formyl-1H-imidazol-1-yl)acetate (0.45 g), 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride (60 mg), triethylamine (0.12 mL), tetrahydrofuran (4 mL) and ethanol (4 mL) was stirred with heating under reflux for 1 hr. The reaction mixture was concentrated, and the residue was subjected to basic silica gel column chromatography, and the title compound (0.90 g, yield 77%) was obtained as a yellow oil from a fraction eluted with ethyl acetate. MS: 531 (Me).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318746B2
Source datasetuspto-grants-2012_11
ORD IDord-cbf4b85ac9a549cab7e34faf68fa8705
Source noteuspto-grants-2012_11