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

HRID 858591Notes

Reaction equation

HRID 858591 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-d713a1dfac634009a7cc69c2a7c1e159
Source dataset
uspto-grants-2006_12
Patent number
US07148226B2

Reaction notes

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