Boron tribromide → HCID 136635333, compound

HRID 1502059Notes

Reaction equation

HRID 1502059 reaction equation
C[O:2][C:3]1[CH:11]=[CH:10][C:6]2=[N:7][O:8][N:9]=[C:5]2[C:4]=1[CH3:12].B(Br)(Br)Br>ClCCCl>[CH3:12][C:4]1[C:5]2[C:6](=[N:7][O:8][N:9]=2)[CH:10]=[CH:11][C:3]=1[OH:2]

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 85757795HCID 85757795, compound

Product 1

HCID 136635333HCID 136635333, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

To a solution of 5-methoxy-4-methyl-2,1,3-benzoxadiazole (3.00 g, 18.2 mmol) in 120 mL of DCE was added 17.6 mL of BBr3 at one portion and the mixture was stirred at reflux for 12 hours under Ar, then the solvent was removed under reduced pressure and the residue was purified by silica gel column to give 4-methyl-2,1,3-benzoxadiazol-5-ol.

Workup

  1. temperatureat reflux for 12 hours under Ar
  2. customthe solvent was removed under reduced pressure
  3. customthe residue was purified by silica gel column

Sources & evidence

ORD record
ord-a4bb3b1985f6422aaf8990cc6016fdf3
Source dataset
uspto-grants-2015_12
Patent number
US09206199B2

Reaction notes

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