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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 926702Generated: October 31, 2026

Tert-butyl 3-hydroxyazetidine-1-carboxylate → 3-Oxo-azetidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/926702

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-butyl 3-hydroxyazetidine-1-carboxylateHCID 2756801—
ReactantHCID 178418287HCID 178418287—
SolventDichloromethaneHCID 6344—
Product3-Oxo-azetidine-1-carboxylic acid tert-butyl esterHCID 151940420%

Reaction Steps

PCC (4.94 g, 22.8 mmol) was added portion wise to a stirred solution of tert-butyl-3-hydroxyazetidine-1-carboxylate (3.3 g, 19 mmol) in DCM (50 mL) at 20-35° C. and the reaction mixture was stirred continuously at the same temperature for 12-16 h. The reaction mixture was filtered and the filtrate was washed with water, dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford the crude product, which was purified by column chromatography (using 60-120 silica gel and 10% EtOAc in Hexane as eluent) to afford 650 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09289419B2
Source datasetuspto-grants-2016_03
ORD IDord-74fa7afbe99449d3a6f7d8e0a51b866f
Source noteuspto-grants-2016_03