Bromine → 1-Acetyl-5-bromo-4,6-dimethylindoline

HRID 365545Notes

Reaction equation

HRID 365545 reaction equation
[C:1]([N:4]1[C:12]2[C:7](=[C:8]([CH3:14])[CH:9]=[C:10]([CH3:13])[CH:11]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2].[Br:15]Br>C(O)(=O)C>[C:1]([N:4]1[C:12]2[C:7](=[C:8]([CH3:14])[C:9]([Br:15])=[C:10]([CH3:13])[CH:11]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 24408BromineHCID 98556931-Acetyl-4,6-dimethylindoline

Product 1

HCID 108257601-Acetyl-5-bromo-4,6-dimethylindoline

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

1-Acetyl-4,6-dimethylindoline (5.5 g) was dissolved in acetic acid (150 ml), and bromine (2.2 ml) was added dropwise at room temperature. The mixture was stirred at room temperature for 1 hour, and poured into ice water. The precipitated solid was collected by filtration, and recrystallized from methanol to give 6.5 g of the title compound (1).

Workup

  1. filtrationThe precipitated solid was collected by filtration
  2. customrecrystallized from methanol

Sources & evidence

ORD record
ord-0824fcf257094e798c1cfd52dfcd574f
Source dataset
uspto-grants-2000_10
Patent number
US06127403

Reaction notes

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