Water → 1-(2-Acetoxyethyl)indole
Reaction equation
[OH:1][CH2:2][CH2:3][N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=[CH:5]1.N1C=CC=CC=1.[C:19](OC(=O)C)(=[O:21])[CH3:20].O>C(OCC)C>[C:19]([O:1][CH2:2][CH2:3][N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=[CH:5]1)(=[O:21])[CH3:20]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
An ice-cooled solution of 4.6 g of 1-(2-hydroxyethyl)indole in 10 ml of diethyl ether was treated with 1 ml of pyridine and 4 ml of acetic anhydride. After 2 hours 50 ml of water were added, the mixture was extracted with 100 ml of dichloromethane and the dichloromethane extract was dried. The solvent was evaporated to give 5.7 g of 1-(2-acetoxyethyl)indole.
Workup
- extractionthe mixture was extracted with 100 ml of dichloromethane
- extractionthe dichloromethane extract
- customwas dried
- customThe solvent was evaporated
Sources & evidence
- ORD record
- ord-74e2b27d5c1b475ab3a08e261f416d25
- Source dataset
- uspto-grants-1991_10
- Patent number
- US05057614
Reaction notes
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