Water → 1-Acetyl-2-t-butylindoline

HRID 1935633Notes

Reaction equation

HRID 1935633 reaction equation
[C:1]([CH:5]1[CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6]1)([CH3:4])([CH3:3])[CH3:2].[C:14](OC(=O)C)(=[O:16])[CH3:15].O>CN(C)C1C=CN=CC=1.N1C=CC=CC=1>[C:14]([N:6]1[C:7]2[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH2:13][CH:5]1[C:1]([CH3:4])([CH3:2])[CH3:3])(=[O:16])[CH3:15]

Participants

6

Reactant 3

HCID 962WaterHCID 7918Acetic AnhydrideHCID 46426432-(tert-Butyl)indoline

Product 1

HCID 224640421-Acetyl-2-t-butylindoline

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 1049PyridineSolvent

Procedure

2-t-Butylindoline (20.3 g, 116 mmol) (can be made according to the procedures described in J. Chem Soc. Chem. Commum. 1974, 677-678) and 4-dimethylaminopyridine (10 mg) are dissolved in pyridine (100 ml). Acetic anhydride (11.5 ml, 122 mmol) is added and the solution stirred for 2 hours. The mixture is poured into water (1 L) and the solid filtered and dried in vacuo. The title compound is obtained as white crystals (22.2 g, 88%): mp 75° C.

Workup

  1. filtrationthe solid filtered
  2. customdried in vacuo

Sources & evidence

ORD record
ord-a43eb7c0a76c4318815a8613681c6f96
Source dataset
uspto-grants-2002_05
Patent number
US06387896B1

Reaction notes

Loading…