Hydrochloric Acid → 1-cyclopropyl-4-methoxy-1H-indole-6-carboxylic acid
Reaction equation
[CH:1]1([N:4]2[C:12]3[C:7](=[C:8]([O:18][CH3:19])[CH:9]=[C:10]([C:13]([O:15]CC)=[O:14])[CH:11]=3)[CH:6]=[CH:5]2)[CH2:3][CH2:2]1.Cl>CO>[CH:1]1([N:4]2[C:12]3[C:7](=[C:8]([O:18][CH3:19])[CH:9]=[C:10]([C:13]([OH:15])=[O:14])[CH:11]=3)[CH:6]=[CH:5]2)[CH2:2][CH2:3]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 60 °C
Procedure
35 ml of 5N NaOHaq was added to a solution of 15.15 g of ethyl 1-cyclopropyl-4-methoxy-1H-indole-6-carboxylate in MeOH and the mixture was stirred at 60° C. for 8 hrs. The mixture was cooled to 0° C. and 35 ml of 5N HCl was added thereto. The precipitate was filtered and dried in vacuo to give 13.8 g of 1-cyclopropyl-4-methoxy-1H-indole-6-carboxylic acid as a colorless solid.
Workup
- temperatureThe mixture was cooled to 0° C.
- filtrationThe precipitate was filtered
- customdried in vacuo
Sources & evidence
- ORD record
- ord-2658d04a79664bfc89460908213bc932
- Source dataset
- uspto-grants-2012_01
- Patent number
- US08093389B2
Reaction notes
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