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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 400470Generated: October 25, 2026

Boron trifluoride etherate → 1-tert-Butyl 4-ethyl 5-oxoazepane-1,4-dicarboxylate

https://huagongshe.com/reaction/400470

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron trifluoride etherateHCID 8000—
ReactantEthyl diazoacetateHCID 12192—
Reactanttert-Butyl 4-oxopiperidine-1-carboxylateHCID 735900—
SolventDiethyl EtherHCID 3283—
Product1-tert-Butyl 4-ethyl 5-oxoazepane-1,4-dicarboxylateHCID 443657052.4%

Reaction Steps

3 mL boron trifluoride etherate was added to 4 g 4-oxo-piperidine-1-carboxylic acid tert-butyl ester in 30 mL diethyl ether at −30° C. Then 3.5 g diazo-acetic acid ethyl ester in diethyl ether was added at the same temperature and stirred for 30 min. The reaction was poured in to ice water and the organic layer was separated, washed with aqueous sodiumcarbonate solution, dried and evaporated to give 3 g of the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08741892B2
Source datasetuspto-grants-2014_06
ORD IDord-44a7f0fe946242548895639bf730ac23
Source noteuspto-grants-2014_06