Hydrochloric Acid → HCID 9922346, compound

HRID 2187732Notes

Reaction equation

HRID 2187732 reaction equation
[Cl:1][C:2]1[CH:22]=[CH:21][CH:20]=[CH:19][C:3]=1[CH2:4][N:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([C:14]([O:16]C)=[O:15])[CH:12]=2)[CH:7]=[C:6]1[CH3:18].[OH-].[Na+].O.Cl>C(O)C>[C:14]([C:11]1[CH:12]=[C:13]2[C:8]([CH:7]=[C:6]([CH3:18])[N:5]2[CH2:4][C:3]2[CH:19]=[CH:20][CH:21]=[CH:22][C:2]=2[Cl:1])=[CH:9][CH:10]=1)([OH:16])=[O:15]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 9944651HCID 9944651, compound

Product 1

HCID 9922346HCID 9922346, compoundYield 79.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 1-(2-chlorobenzyl)-6-methoxycarbonyl-2-methylindole (0.630 g), aqueous 10% sodium hydroxide solution (2.7 g), water (1.8 g) and ethanol (7.0 g) is refluxed for 2.5 hours. After cooled, this is processed with 10% HCl to have a pH of 4, and the crystal formed is taken out through filtration and dried to obtain 6-carboxy-1-(2-chlorobenzyl)-2-methylindole (31) (0.480 g).

Workup

  1. temperatureis refluxed for 2.5 hours
  2. temperatureAfter cooled
  3. customthe crystal formed
  4. filtrationis taken out through filtration
  5. customdried

Sources & evidence

ORD record
ord-9222b883731e4d3ea699ad4314871889
Source dataset
uspto-grants-2002_06
Patent number
US06410584B1

Reaction notes

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