Phosphorus tribromide → 4,6-Dimethyl-3-bromobenzofuran

HRID 1355330Notes

Reaction equation

HRID 1355330 reaction equation
[CH3:1][C:2]1[C:7]2[C:8](=O)[CH2:9][O:10][C:6]=2[CH:5]=[C:4]([CH3:12])[CH:3]=1.P(Br)(Br)[Br:14]>>[CH3:1][C:2]1[C:7]2[C:8]([Br:14])=[CH:9][O:10][C:6]=2[CH:5]=[C:4]([CH3:12])[CH:3]=1

Participants

3

Reactant 2

HCID 24614Phosphorus tribromideHCID 5955994,6-Dimethyl-3(2H)-benzofuranone

Product 1

HCID 109002874,6-Dimethyl-3-bromobenzofuranYield 60%

Conditions

Temperature
100 °C

Procedure

4,6-dimethyl-3-benzofuranone (0.09 moles) was slowly added in phosphorus tribromide (30 ml), previously heated to 100° C. The mix is cautiously treated with ice, extracted with methylenechloride. The organic phase is made anhydrous (Na2SO4) and freed from the solvent under reduced pressure to produce 4,6-dimethyl-3-bromobenzofuran (60% yield).

Workup

  1. additionThe mix is cautiously treated with ice
  2. extractionextracted with methylenechloride

Sources & evidence

ORD record
ord-003a927941ee4a008e2c7256b1af2ced
Source dataset
uspto-grants-2003_07
Patent number
US06586357B1

Reaction notes

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