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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1403468Generated: October 31, 2026

Water → 4-Hydroxy-1-phenylbut-2-yn-1-one

https://huagongshe.com/reaction/1403468

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 466102—
Reactant1-phenyl-4-(tetrahydro-2H-pyran-2-yloxy)but-2-yn-1-oneHCID 10911758—
SolventEthanolHCID 702—
Product4-Hydroxy-1-phenylbut-2-yn-1-oneHCID 12233620—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of (1-phenyl-4-(tetrahydro-2H-pyran-2-yloxy)but-2-yn-1-one (3.0 g, 12.3 mmol) in EtOH (20 mL) was added pyridinium p-toluenesulfonate (0.62 g, 2.5 mmol). The resulting solution was stirred for 1 h at 50° C. and then the reaction mixture was poured into water (150 mL), extracted with Et2O (3×50 mL), dried over anhydrous sodium sulfate and then concentrated in vacuo to afford 4-hydroxy-1-phenylbut-2-yn-1-one as a dark red oil (3.2 g, crude).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912188B2
Source datasetuspto-grants-2014_12
ORD IDord-18db65af3c704123a158b3eefda05e0e
Source noteuspto-grants-2014_12