Bromine → 5-Bromo-3,3-dimethylbenzofuran-2(3H)-one

HRID 1453039Notes

Reaction equation

HRID 1453039 reaction equation
[CH3:1][C:2]1([CH3:12])[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][C:3]1=[O:11].[Br:13]Br>C(O)(=O)C>[Br:13][C:8]1[CH:9]=[CH:10][C:5]2[O:4][C:3](=[O:11])[C:2]([CH3:12])([CH3:1])[C:6]=2[CH:7]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 5956202(3H)-Benzofuranone, 3,3-dimethyl-

Product 1

HCID 162206345-Bromo-3,3-dimethylbenzofuran-2(3H)-one

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

3,3-Dimethyl-3H-benzofuran-2-one (2.81 g, 17.3 mmol) was added to a solution of Bromine (1.51 mL, 29.5 mmoL) and Acetic acid (35 mL) at room temperature, then stirred overnight. The resulting mixture was stripped of solvent, then distilled under high vacuum. The product fraction (2.08 g, 50%) was collected between 65° C. and 79° C.

Workup

  1. distillationdistilled under high vacuum
  2. customThe product fraction (2.08 g, 50%) was collected between 65° C. and 79° C.

Sources & evidence

ORD record
ord-574d6c0f386d429f874c195961ed76fc
Source dataset
uspto-grants-2009_01
Patent number
US07473790B2

Reaction notes

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