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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1425871Generated: October 30, 2026

p-Toluenesulfonic acid → HCID 59354801, compound

https://huagongshe.com/reaction/1425871

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 numberUS08933074B2
Source datasetuspto-grants-2015_01
ORD IDord-22279e16f7124c0c89e5aeae4d66b048
Source noteuspto-grants-2015_01