Diethyl Ether → 1-(4-Methylbenzenesulfonyl)aziridine
Reaction equation
[H-].[Na+].[C:3]1(C)[C:4]([S:9]([NH:12][CH2:13][CH2:14]OS(C2C(C)=CC=CC=2)(=O)=O)(=[O:11])=[O:10])=[CH:5][CH:6]=[CH:7][CH:8]=1.[CH3:27]COCC>O1CCCC1>[CH3:27][C:7]1[CH:8]=[CH:3][C:4]([S:9]([N:12]2[CH2:13][CH2:14]2)(=[O:10])=[O:11])=[CH:5][CH:6]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
118 mg (3 mmol) of sodium hydride (55 percent in oil) was placed in 3 ml of tetrahydrofuran and cooled to 0° C. 1 g (2.7 mmol) of N,O-bis-(toluenesulfonyl)-ethanolamine in 2 ml of tetrahydrofuran was added in 7 minutes (generation of gas). The reaction mixture was warmed to room temperature. Then 2 ml of ether was added and it was stirred for 50 minutes at room temperature.
Workup
- temperatureThe reaction mixture was warmed to room temperature
Sources & evidence
- ORD record
- ord-006c998526854bb59410c631b998b3e9
- Source dataset
- uspto-grants-1990_11
- Patent number
- US04970325
Reaction notes
Loading…