Acetic Anhydride → N-(1H-Indol-5-ylmethyl)acetamide

HRID 1825749Notes

Reaction equation

HRID 1825749 reaction equation
[NH2:1][CH2:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]=[CH:6]2.[C:12](OC(=O)C)(=[O:14])[CH3:13]>>[NH:1]([CH2:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]=[CH:6]2)[C:12]([CH3:13])=[O:14]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 54791(1H-indol-5-yl)methanamine

Product 1

HCID 22139217N-(1H-Indol-5-ylmethyl)acetamideYield 89%

Procedure

5-Aminomethylindole (5.3 g, 0.036 mol) was mixed with acetic anhydride (13 ml) and kept at room temperature for 3 h. The solvent was removed under reduced pressure and the residue was stirred with toluene. The precipitated solid was collected by filtration to yield 6.1 g (89%) of 5-acetaminomethylindole.

Workup

  1. customThe solvent was removed under reduced pressure
  2. filtrationThe precipitated solid was collected by filtration

Sources & evidence

ORD record
ord-04aecfa4375447b197935186b319bdca
Source dataset
uspto-grants-2006_05
Patent number
US07049312B1

Reaction notes

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