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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1185484Generated: October 30, 2026

Triethylamine → HCID 68600754, compound

https://huagongshe.com/reaction/1185484

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantButyl chloroformateHCID 61140—
Reactant3-Aminoazetidine, 3-BOC protectedHCID 1519405—
SolventDichloromethaneHCID 6344—
ProductHCID 68600754HCID 68600754—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 686 mg of Azetidin-3-yl-carbamic acid tert-butyl ester in 10 ml of DCM, 403 mg of triethylamine was added and the mixture was cooled to 0° C. Then, 598 mg of butyl chloroformate was slowly added. After the addition was completed the reaction mixture was allowed to warm to RT and to stir for 2 h. Then, 200 ml of DCM was added and the organic phase was washed two times with 0.1M aqueous hydrochloric acid and the with saturated aqueous sodium hydrogen carbonate solution. The organic phase was dried over MgSO4 and the solvents were removed under reduced pressure. The crude product was purified by chromatography on silica gel eluting with a gradient of n-heptane/ethyl acetate. The fractions containing the product were combined and the solvent evaporated under reduced pressure. Yield: 910 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08669266B2
Source datasetuspto-grants-2014_03
ORD IDord-e782795630fb4f348f52ece58b9a0d73
Source noteuspto-grants-2014_03