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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 22667Generated: October 26, 2026

Hydrochloric Acid → Benzyl 4-methylidenepyrazolidine-1-carboxylate

https://huagongshe.com/reaction/22667

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantThionyl ChlorideHCID 24386—
ReactantBenzyl tert-butyl 4-methylidenepyrazolidine-1,2-dicarboxylateHCID 12970152—
SolventMethanolHCID 887—
ProductBenzyl 4-methylidenepyrazolidine-1-carboxylateHCID 1297015397%

Reaction Steps

To a solution of crude 4-methylenepyrazolidine-1,2-dicarboxylic acid 1-benzyl ester 2-tert-butyl ester, 8, (30 g) in methanol (300 ml.) is added thionyl chloride dropwise at 0° C. The reaction is warmed to room temperature and stirred an additional 18 hours. Concentration of the reaction in vacuo affords a yellow oil which crystallizes upon standing to provide 23 g (97% yield) of the desired product as the HCl salt.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06849627B2
Source datasetuspto-grants-2005_02
ORD IDord-38ddfbcdcc454345a2a2f4edeccffcbc
Source noteuspto-grants-2005_02