Bromine → 2,7-Dibromo-5-methyl-3-phenylbenzofuran

HRID 1703559Notes

Reaction equation

HRID 1703559 reaction equation
[Br:1][C:2]1[C:10]2[O:9][CH:8]=[C:7]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[C:6]=2[CH:5]=[C:4]([CH3:17])[CH:3]=1.[Br:18]Br>ClCCl>[Br:18][C:8]1[O:9][C:10]2[C:2]([Br:1])=[CH:3][C:4]([CH3:17])=[CH:5][C:6]=2[C:7]=1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 213199287-Bromo-5-methyl-3-phenylbenzofuran

Product 1

HCID 213199312,7-Dibromo-5-methyl-3-phenylbenzofuran

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 86.6 g. (0.30 mole) of 7-bromo-5-methyl-3-phenylbenzofuran in 600 ml. of dichloromethane is treated dropwise over 45 minutes with 47.9 g. (0.30 mole) of bromine. After stirring one additional hour, the mixture is washed once with water (300 ml.) and thrice with 300 ml. portions of saturated sodium bicarbonate solution, dried, then evaporated to provide 2,7-dibromo-5-methyl-3-phenylbenzofuran as an oil which crystallizes from hexane.

Workup

  1. washthe mixture is washed once with water (300 ml.) and thrice with 300 ml
  2. dry with materialportions of saturated sodium bicarbonate solution, dried
  3. customevaporated

Sources & evidence

ORD record
ord-2891dbebc5a048a4a14681b32b22f42f
Source dataset
uspto-grants-1978_11
Patent number
US04124704

Reaction notes

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