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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 846663Generated: October 30, 2026

(R)-t-butyl 2-[3-(1-pyrrolidinyl)-1-propynyl]-1-pyrrolidinecarboxylate → (R)-1-[3-(2-pyrrolidinyl)-2-propynyl]pyrrolidine

https://huagongshe.com/reaction/846663

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(R)-t-butyl 2-[3-(1-pyrrolidinyl)-1-propynyl]-1-pyrrolidinecarboxylateHCID 9860463—
SolventHydrochloric AcidHCID 313—
Product(R)-1-[3-(2-pyrrolidinyl)-2-propynyl]pyrrolidineHCID 14730289136.6%

Reaction Steps

(R)-t-Butyl 2-[3-(1-pyrrolidinyl)-1-propynyl]-1-pyrrolidinecarboxylate (11.06 g, 0.039 mol) was dissolved in methanolic HCl (200 mL) and stirred at room temperature for 2 hr. The reaction was evaporated under house and high vacuum to give a beige solid which was recrystallized from methanol:ether to give 9.5 g of product. The analytical sample was recrystallized from methanol:ether; m.p. 214°-216° C. [α]D +21° (c 0.55, MeOH).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05137905
Source datasetuspto-grants-1992_08
ORD IDord-74f208c995794f21879eee883b016125
Source noteuspto-grants-1992_08