Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 990682Generated: October 29, 2026

Methanol → HCID 69686650, compound

https://huagongshe.com/reaction/990682

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]-l-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 numberUS06462040B1
Source datasetuspto-grants-2002_10
ORD IDord-b89c812d3581419f89cfb2f080b50a3e
Source noteuspto-grants-2002_10