Ethyl Acetate → HCID 12805219, compound

HRID 1906230Notes

Reaction equation

HRID 1906230 reaction equation
C([N:4]1[C:12]2[C:7](=[CH:8][C:9]([CH2:13][C:14]([O:16]C)=O)=[CH:10][CH:11]=2)[CH:6]=[CH:5]1)(=O)C.C(OCC)(=O)C.[OH-].[NH4+:25]>CO>[NH:4]1[C:12]2[C:7](=[CH:8][C:9]([CH2:13][C:14]([NH2:25])=[O:16])=[CH:10][CH:11]=2)[CH:6]=[CH:5]1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 14923Ammonium HydroxideHCID 86741348HCID 86741348, compound

Product 1

HCID 12805219HCID 12805219, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 1-acetyl-1H-indole-5-acetic acid, methyl ester (1.46 g) in methanol (10 ml) and conc. ammonium hydroxide (20 ml) was stirred at ambient temperature for 48 h. The resulting solution was poured into ethyl acetate (100 ml). The layers were separated and the aqueous layer was washed with ethyl acetate (3×50 ml) and chloroform (3×50 ml). The organic layers were dried (MgSO4) and the solvent was evaporated to give a solid (0.72 g). Crystallisation from ethyl acetate gave the title compound as a white solid, (0.3 g) m.p. 146°-7°.

Workup

  1. customThe layers were separated
  2. washthe aqueous layer was washed with ethyl acetate (3×50 ml) and chloroform (3×50 ml)
  3. dry with materialThe organic layers were dried (MgSO4)
  4. customthe solvent was evaporated

Sources & evidence

ORD record
ord-e994fe61d8c64ccda2d0bd721b71d9a6
Source dataset
uspto-grants-1987_03
Patent number
US04650810

Reaction notes

Loading…