Hydrochloric Acid → Ethyl 1H-indole-3-acetate
Reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH2:10][C:11]([OH:13])=[O:12])=[CH:2]1.Cl.[CH2:15](OCC)[CH3:16]>C(O)C>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH2:10][C:11]([O:13][CH2:15][CH3:16])=[O:12])=[CH:2]1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
Indole-3-acetic acid (3.5 g, 20 mmol) was dissolved in ethanol (70 Cm3) and a solution of hydrogen chloride in diethyl ether (12 cm3, 12 mmol) was added. The reaction was heated to reflux for 5 hand upon cooling the solvent was removed under reduced pressure to provide ethyl indole-3-acetate (4 g, 19 mmol, 98%) as a yellow oil.
Workup
- temperatureThe reaction was heated
- temperatureto reflux for 5 hand
- temperatureupon cooling the solvent
- customwas removed under reduced pressure
Sources & evidence
- ORD record
- ord-1d0edb2c960f4da7b5672dd373d319c1
- Source dataset
- uspto-grants-2010_11
- Patent number
- US07838518B2
Reaction notes
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