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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1258350Generated: November 3, 2026

p-Toluenesulfonic acid → HCID 59354791, compound

https://huagongshe.com/reaction/1258350

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant1-(Pyridin-4-yl)-3-(1-(trimethylsilyloxy)cyclopentyl)prop-2-yn-1-oneHCID 59354815—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductHCID 59354791HCID 5935479151.3%

Reaction Steps

To a stirred solution of 1-(pyridin-4-yl)-3-(1-(trimethylsilyloxy)cyclopentyl) prop-2-yn-1-one (1.1 g, 3.8 mmol) in DCM (15 mL) was added PTSA (0.87 g, 4.6 mmol) at RT and the reaction mixture was stirred for 1 h. The reaction mixture was diluted with water (2 mL), the organic layer was washed with a saturated NaHCO3 solution, water, dried over Na2SO4, filtered and then concentrated in vacuo to afford 3-(1-hydroxycyclopentyl)-1-(pyridin-4-yl) prop-2-yn-1-one (0.42 g, 51%) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08466148B2
Source datasetuspto-grants-2013_06
ORD IDord-7c0e0825567d488692149bbb0f0a5af7
Source noteuspto-grants-2013_06