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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 655452Generated: October 30, 2026

p-Toluenesulfonic acid → HCID 59354801, compound

https://huagongshe.com/reaction/655452

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant2-Methoxy-5-(4-methyl-4-(trimethylsilyloxy)pent-2-ynoyl)benzonitrileHCID 59354821—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductHCID 59354801HCID 59354801122.9%

Reaction Steps

To a stirred solution of 2-methoxy-5-(4-methyl-4-(trimethylsilyloxy)pent-2-ynoyl)benzonitrile (1.2 g, 3.01 mmol) in DCM (20 mL) was added PTSA (1.08 g, 5.60 mmol) at RT. The reaction mixture was stirred for 30 minutes and diluted with water (5 mL). The combined organic layers were then washed with a saturated NaHCO3 solution and water, dried over Na2SO4, filtered, and then concentrated in vacuo to afford 5-(4-hydroxy-4-methylpent-2-ynoyl)-2-methoxybenzonitrile (0.9 g, 97%) as a semi-solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071595B2
Source datasetuspto-grants-2011_12
ORD IDord-ba886913f0194292aa5601aeba58ca07
Source noteuspto-grants-2011_12