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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 624282Generated: October 26, 2026

2-(1-(Tert-butoxycarbonyl)azetidin-3-yl)acetic acid → tert-Butyl 3-(2-hydroxyethyl)azetidine-1-carboxylate

https://huagongshe.com/reaction/624282

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(1-(Tert-butoxycarbonyl)azetidin-3-yl)acetic acidHCID 11095989—
SolventTetrahydrofuranHCID 8028—
Producttert-Butyl 3-(2-hydroxyethyl)azetidine-1-carboxylateHCID 22594530—

Reaction Steps

A solution of 2-(1-(tert-butoxycarbonyl)azetidin-3-yl)acetic acid (1 g, 4.65 mmol) in tetrahydrofuran (5 ml) was cooled to 0° C. and treated with borane tetrahydrofuran complex (7.00 ml, 7 mmol) dropwise by syringe. After 1 hour at 0° C. the solution was allowed to warm to room temperature and stirred overnight and then it was quenched with 20 ml of 1M aqueous NaOH. The separated aqueous layer was extracted with ether (2×15 ml), dried with magnesium sulfate, filtered and concentrated to give the title compound which was used without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09302989B2
Source datasetuspto-grants-2016_04
ORD IDord-9fbf5ba5b8064b51addc6bd3b47c20e4
Source noteuspto-grants-2016_04