Tetrahydrofuran → 1-Butyl-2-ethoxycarbonyl-3-propylaziridine
Reaction equation
[CH:1](=[N:5][CH2:6][CH2:7][CH2:8][CH3:9])[CH2:2][CH2:3][CH3:4].[N+](=C[C:13]([O:15][CH2:16][CH3:17])=[O:14])=[N-].O1CCC[CH2:19]1>C1CCCC=CCC1.C1CCCC=CCC1.C1CCCC=CCC1.C1CCCC=CCC1.[Cl-].[Cl-].[Ir].[Ir]>[CH2:1]([N:5]1[CH:7]([CH2:8][CH2:9][CH3:19])[CH:6]1[C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH2:2][CH2:3][CH3:4]Participants
5
Conditions
- Temperature
- 25 °C
Procedure
A mixture of 0.5 mmol of N-butylidenebutylamine, 0.5 mmol of ethyl diazoacetate, 0.015 mmol of di-μ-chlorotetrakis(cyclooctene)diiridium(I) [Ir2Cl2(cyclooctene)4], and 0.5 ml of tetrahydrofuran was stirred at room temperature (25° C.) in an argon atmosphere for 3 hours. As a result, 1-butyl-2-ethoxycarbonyl-3-propylaziridine was obtained in a yield of 29%. Small amounts of diethyl fumarate and diethyl maleate were formed as by-products.
Sources & evidence
- ORD record
- ord-6e7a4d19e44a4ea29ed762568d827514
- Source dataset
- uspto-grants-2001_11
- Patent number
- US06323346B1
Reaction notes
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