Bromine → HCID 20509994, compound

HRID 1758272Notes

Reaction equation

HRID 1758272 reaction equation
[Br:1]Br.[CH3:3][C:4]1[CH:12]=[CH:11][C:7]2[CH:8]=[CH:9][O:10][C:6]=2[CH:5]=1>C(=S)=S>[Br:1][C:9]1[O:10][C:6]2[CH:5]=[C:4]([CH3:3])[CH:12]=[CH:11][C:7]=2[CH:8]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 869296-Methylbenzofuran

Product 1

HCID 20509994HCID 20509994, compoundYield 98.8%

Reagents, catalysts & solvents 1

HCID 6348Carbon DisulfideSolvent2×

Conditions

Temperature
150 °C

Procedure

A solution of bromine (8.4 g, 0.0525 mol) in carbon disulphide (75 cm3) was added dropwise to a stirred solution of 6-methylbenzofuran (7.64 g, 0.0516 mol) in carbon disulphide (125 cm3) at below 10° C. The solvent was removed and the residue was heated at 150° C. for 1.5 hr. under reduced pressure. The residue was subjected to column chromatography on silica using petroleum ether (b.p. 60°-80° C.) as the eluant. The solvent was removed from the appropriate fractions to give 2-bromo-6-methylbenzofuran (11.0 g, 0.051 mol; 98.2%) RF 0.80.

Workup

  1. customThe solvent was removed
  2. customThe solvent was removed from the appropriate fractions

Sources & evidence

ORD record
ord-0a49e2027a454fe4a62a2bb6d1165e1c
Source dataset
uspto-grants-1983_02
Patent number
US04372970

Reaction notes

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