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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 439581Generated: October 28, 2026

p-Toluenesulfonic acid → HCID 53731885, compound

https://huagongshe.com/reaction/439581

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantHCID 54067989HCID 54067989—
SolventBenzeneHCID 241—
SolventBenzyl AlcoholHCID 244—
ProductHCID 53731885HCID 5373188559.3%

Reaction Steps

To a solution of ethyl (R)-2-acetoxy-3-(4-methoxy-3-dimethylaminophenyl)propionate(1.56 g) in benzyl alcohol (3.7 ml)and benzene (7.4 ml) was added p-toluenesulfonic acid (0.82 g)and heated under reflux for 6 hours. After cooling, the solvent wasevaporated in vacuo, and the gained crude product was purified bysilica gel column chromatography. The residue was eluted withmixed solvent of hexane, ethyl acetate, and ethanol (60:35:5, v/v).The fractions containing the desired product were combined andevaporated in vacuo to obtain benzyl (R)-2-hydroxy-3-(4-methoxy-3-dimethylaminophenyl)propionate(0.93 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05514773
Source datasetuspto-grants-1996_05
ORD IDord-fc1b289a09284c68a9aaf47cf31477f1
Source noteuspto-grants-1996_05