Methanol → HCID 438674, compound

HRID 5613Notes

Reaction equation

HRID 5613 reaction equation
[NH2:1][CH:2]([C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[NH:10][CH:9]=1)[C:3]([O:5]CC)=[O:4].[OH-].[Na+].CO>C(O)(=O)C>[NH2:1][CH:2]([C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[NH:10][CH:9]=1)[C:3]([OH:5])=[O:4]

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 11218231ethyl 2-aMino-2-(1H-indol-3-yl)acetate

Product 1

HCID 438674HCID 438674, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 2 g of ethyl α-aminoindole-3-acetate, excess dilute NaOH solution, and a few mL of MeOH was stirred occasionally for 25 minutes. Since a solution had not been obtained, the mixture was heated on a steam bath for ten minutes. The resulting solution was allowed to stand at ambient temperature for 50 minutes. The solution was acidified with acetic acid. The solid which separated was collected by filtration and washed with H2O giving 1.50 g (86%) of the title compound as small buff plates, m.p. 217° (dec).

Workup

  1. customSince a solution had not been obtained
  2. temperaturethe mixture was heated on a steam bath for ten minutes
  3. customThe solid which separated
  4. filtrationwas collected by filtration
  5. washwashed with H2O giving 1.50 g (86%) of the title compound as small buff plates, m.p. 217° (dec)

Sources & evidence

ORD record
ord-69fd0f6486c34ef8b949897a3d4dc910
Source dataset
uspto-grants-1993_09
Patent number
US05245046

Reaction notes

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