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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 498126Generated: October 31, 2026

Methanol → HCID 69686650, compound

https://huagongshe.com/reaction/498126

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 23391858HCID 23391858—
Catalysttitanium(III) trichlorideHCID 10313229—
SolventWaterHCID 962—
ProductHCID 69686650HCID 6968665088.6%

Reaction Steps

To 100 ml of a solution of 1.85 g of the resulting 3-[(1R,2S)-2-t-butoxycarbonylcyclopropyl]-1-hydroxypyrrolidin-2-one in a 3:1 mixed solvent of methanol and water was added 4.45 ml of a titanium trichloride solution at room temperature while maintaining the reaction mixture neutral by addition of a 1N sodium hydroxide aqueous solution, followed by stirring at the same temperature for 1.5 hours. After completion of the reaction, water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to give 1.53 g (88.4%) of 3-[(1R,2S)-2-t-butoxycarbonylcyclopropyl]pyrrolidin-2-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06949662B2
Source datasetuspto-grants-2005_09
ORD IDord-ae2519d427ae471582389598a37af818
Source noteuspto-grants-2005_09