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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 922738Generated: November 1, 2026

p-Toluenesulfonic acid monohydrate → 4-Toluenesulfonic acid 3-(4-chlorobenzyl)-1-methyl-2-oxo-cyclopentylmethyl ester

https://huagongshe.com/reaction/922738

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactant1-(4-Chlorobenzyl)-3-(4-toluenesulfonyloxy)methyl-3-methyl-2-oxo-cyclopentancarboxylic acid methyl esterHCID 86718255—
SolventWaterHCID 962—
Product4-Toluenesulfonic acid 3-(4-chlorobenzyl)-1-methyl-2-oxo-cyclopentylmethyl esterHCID 8671825879.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

To 521 mg of Compound 3-1-2 synthesized in Production Example 3, 256 mg of 4-toluenesulfonic acid monohydrate and 32.3 μl of water were added, and the resulting mixture was stirred at 80° C. for 38.5 hours. After the reaction, water was added to the reaction solution thus obtained, and extraction with ethyl acetate was then carried out. The extract was washed with an aqueous solution of sodium hydrogen carbonate and saturated brine. After the organic layer was dried over anhydrous sodium sulfate, the solvent was distilled away. The residue was purified by silica gel column chromatography to obtain 361.1 mg of Compound 4-1-2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278966B2
Source datasetuspto-grants-2016_03
ORD IDord-f48158fd031847b497774f4f33eb83cc
Source noteuspto-grants-2016_03