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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1061622Generated: October 25, 2026

Hydrochloric Acid → 4-(2,2-Dimethylpropionyloxy)pyrazolidine-1-carboxylic acid 1-benzyl ester

https://huagongshe.com/reaction/1061622

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantThionyl ChlorideHCID 24386—
Reactant4-(2,2-Dimethylpropionyloxy)pyrazolidine-1,2-dicarboxylic acid 1-benzyl ester 2-tert-butyl esterHCID 20724751—
SolventMethanolHCID 887—
Product4-(2,2-Dimethylpropionyloxy)pyrazolidine-1-carboxylic acid 1-benzyl esterHCID 2072474898%

Reaction Conditions

Temperature0 °C

Reaction Steps

4-(2,2-Dimethylpropionyloxy)pyrazolidine-1,2-dicarboxylic acid 1-benzyl ester 2-tert-butyl ester, 29, (1.76 g, 4.33 mmol) is dissolved in methanol (40 mL) and the solution cooled to 0° C. Thionyl chloride (3.16 mL, 43.3 mmol) is added dropwise and the reaction allowed to warm to room temperature and continue stirring 12 hours. The reaction solution is concentrated in vacuo to give afford 1.45 g (98% yield) of the desired product as the HCl salt as an off-white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06960593B2
Source datasetuspto-grants-2005_11
ORD IDord-74fd3aa3131a4eb494ebb23f8d474526
Source noteuspto-grants-2005_11