Acetic Anhydride → 1H-Indole, 1-acetyl-3-(4-methoxybenzoyl)-

HRID 247554Notes

Reaction equation

HRID 247554 reaction equation
[CH3:1][O:2][C:3]1[CH:19]=[CH:18][C:6]([C:7]([C:9]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[NH:11][CH:10]=2)=[O:8])=[CH:5][CH:4]=1.[C:20](OC(=O)C)(=[O:22])[CH3:21]>N1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([C:7]([C:9]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[N:11]([C:20](=[O:22])[CH3:21])[CH:10]=2)=[O:8])=[CH:18][CH:19]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 211017Ketone, indol-3-yl p-methoxyphenyl (6CI,8CI)

Product 1

HCID 30626731H-Indole, 1-acetyl-3-(4-methoxybenzoyl)-

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

1 g of compound 1 was added to the mixture of 50 ml each of acetic anhydride and pyridine, and then the solution was stirred overnight at room temperature. The reaction mixture was evaporated to dryness under reduced pressure. The resulting crude crystals were recrystallized from chloroform to obtain 3-(p-methoxybenzoyl)-N-acetylindole (compound 5) in the form of white crystals. (Yield: 90%).

Workup

  1. customThe reaction mixture was evaporated to dryness under reduced pressure
  2. customThe resulting crude crystals were recrystallized from chloroform

Sources & evidence

ORD record
ord-cb4f39a777544bb4bd0ed26adce89ece
Source dataset
uspto-grants-1987_11
Patent number
US04708961

Reaction notes

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