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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2209458Generated: October 30, 2026

Diethyl Ether → Tert-butyl 3-(1-hydroxyethyl)azetidine-1-carboxylate

https://huagongshe.com/reaction/2209458

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantLithium borohydrideHCID 4148881—
ReactantTert-butyl 3-(2-ethoxy-2-oxoethyl)azetidine-1-carboxylateHCID 15256325—
ProductTert-butyl 3-(1-hydroxyethyl)azetidine-1-carboxylateHCID 58348207—

Reaction Conditions

Temperature55 °C

Reaction Steps

A stirred solution of 132 (0.96 g, 3.9 mmol) in ether (20 mL) at ambient temperature was treated with LiBH4 (0.34 g, 15.8 mmol) then heated to 55° C. After 45 min at 55° C., the cooled reaction was quenched with 5% KHSO4 (10 mL) and then diluted with EtOAc. The organic phase was washed with 5% KHSO4 and brine, dried (MgSO4), and concentrated to give 133 (0.79 g) as a colorless oil. Rf 0.46 (silica, EtOAc).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05455243
Source datasetuspto-grants-1995_10
ORD IDord-87aebed44fef43659e7314398e3cdfc9
Source noteuspto-grants-1995_10