1H-Indole, 1-(1-methoxyethyl)- → [1-(1-methoxy-ethyl)-1H-indol-3-yl]-oxo-acetyl chloride
Reaction equation
[CH3:1][O:2][CH:3]([N:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=[CH:6]1)[CH3:4].[C:14](Cl)(=[O:18])[C:15]([Cl:17])=[O:16]>C(OCC)C>[CH3:1][O:2][CH:3]([N:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7]([C:14](=[O:18])[C:15]([Cl:17])=[O:16])=[CH:6]1)[CH3:4]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
To a solution of 1-(1-methoxyethyl)indole (4 gm, 23 mmol) (prepared as in step a) above) in anhydrous diethyl ether at 0° C. was added oxalyl chloride (4.2 mL, 48 mmol) over 5 minutes. The resulting slurry was stirred at 0° C. for 5 hours, and filtered to afford 1.9 gm of [1-(1-methoxy-ethyl)-1H-indol-3-yl]-oxo-acetyl chloride. (Yield 31%). The material was used without further purification.
Workup
- filtrationfiltered
Sources & evidence
- ORD record
- ord-f31082a238384d90be116bd0f57a0ad4
- Source dataset
- uspto-grants-2001_11
- Patent number
- US06313143B1
Reaction notes
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