Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1258333Generated: October 27, 2026

p-Toluenesulfonic acid → HCID 59354801, compound

https://huagongshe.com/reaction/1258333

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 numberUS08466148B2
Source datasetuspto-grants-2013_06
ORD IDord-01a7f5a5d90e4a8aabcc0073ee4e084b
Source noteuspto-grants-2013_06