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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 430844Generated: October 26, 2026

Tetrahydrofuran → 1-Butyl-2-ethoxycarbonyl-3-propylaziridine

https://huagongshe.com/reaction/430844

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantEthyl diazoacetateHCID 12192—
ReactantN-ButylidenebutylamineHCID 94840—
Product1-Butyl-2-ethoxycarbonyl-3-propylaziridineHCID 981575266%

Reaction Conditions

Temperature-5 °C

Reaction Steps

A mixture of 0.5 mmol of N-butylidenebutylamine, 1 mmol of ethyl diazoacetate, 0.025 mmol of di-p-chlorobis(1,5-cyclooctadiene)diiridium(I) [Ir2Cl2(cod)2], and 0.5 ml of tetrahydrofuran was stirred at −5° C. in an argon atmosphere for 3 hours. As a result, 1-butyl-2-ethoxycarbonyl-3-propylaziridine was obtained in a yield of 66%. Separately, small amounts of diethyl fumarate and diethyl maleate were formed as by-products in total yield of 19%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06323346B1
Source datasetuspto-grants-2001_11
ORD IDord-b25ae45396d44e40aba1a70017ec91c6
Source noteuspto-grants-2001_11