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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2108351Generated: October 31, 2026

p-Toluenesulfonic acid → HCID 14804719, compound

https://huagongshe.com/reaction/2108351

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant3,4-dihydro-2H-pyranHCID 8080—
Reactant(R)-α-(Hydroxymethyl)benzeneacetic acid methyl esterHCID 578110—
SolventDichloromethaneHCID 6344—
ProductHCID 14804719HCID 14804719—

Reaction Steps

A solution of L-phenyl lactic acid methyl ester (20.0 g, 111 mmol) in CH2Cl2 (300 mL) was treated with dihydropyran (9.32 g, 111 mmol) and p-toluenesulphonic acid (56 mg) and stirred at room temperature for 20 minutes. The reaction is quenched with 1 N NaOH and then washed with water, brine and dried over Na2SO4. The solution is filtered and the solvent removed under vacuum to give 28 grams of the THP protected alcohol as an oil. This was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07514430B2
Source datasetuspto-grants-2009_04
ORD IDord-2ee832dfbbc24ce4ba724a84c4d17be5
Source noteuspto-grants-2009_04