Hydrochloric Acid → HCID 21938296, compound

HRID 2187752Notes

Reaction equation

HRID 2187752 reaction equation
[Cl:1][C:2]1[CH:22]=[C:21]([Cl:23])[CH:20]=[CH:19][C:3]=1[CH2:4][C:5]1[C:13]2[C:8](=[CH:9][C:10]([C:14]([O:16]C)=[O:15])=[CH:11][CH:12]=2)[NH:7][C:6]=1[CH3:18].[OH-].[Na+].Cl>C(O)C>[C:14]([C:10]1[CH:9]=[C:8]2[C:13]([C:5]([CH2:4][C:3]3[CH:19]=[CH:20][C:21]([Cl:23])=[CH:22][C:2]=3[Cl:1])=[C:6]([CH3:18])[NH:7]2)=[CH:12][CH:11]=1)([OH:16])=[O:15]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 21938270HCID 21938270, compound

Product 1

HCID 21938296HCID 21938296, compoundYield 96.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3-(2,4-dichlorobenzyl)-6-(methoxycarbonyl)-2-methylindole (0.330 g), ethanol (15 ml) and 10% aqueous sodium hydroxide (10 ml) is heated under reflux for 1.5 hours. This is processed with hydrochloric acid to have a pH of 3, and the crystal formed is taken out through filtration. This is dried to obtain 6-carboxy-3-(2,4-dichlorobenzyl)-2-methylindole (73) (0.305 g).

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 1.5 hours
  3. customthe crystal formed
  4. filtrationis taken out through filtration
  5. customThis is dried

Sources & evidence

ORD record
ord-864b1f805f9649a58f29ceb8b747092d
Source dataset
uspto-grants-2002_06
Patent number
US06410584B1

Reaction notes

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