5-Methoxy-3-methylbenzo[d]isoxazole → 3-Methylbenzo[d]isoxazol-5-ol

HRID 844025Notes

Reaction equation

HRID 844025 reaction equation
C[O:2][C:3]1[CH:4]=[CH:5][C:6]2[O:10][N:9]=[C:8]([CH3:11])[C:7]=2[CH:12]=1>Br.C(O)(=O)C>[OH:2][C:3]1[CH:4]=[CH:5][C:6]2[O:10][N:9]=[C:8]([CH3:11])[C:7]=2[CH:12]=1

Participants

4

Reactant 1

HCID 183774995-Methoxy-3-methylbenzo[d]isoxazole

Product 1

HCID 226120343-Methylbenzo[d]isoxazol-5-olYield 138.6%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 260Hydrogen BromideSolvent

Procedure

A mixture of 5-Methoxy-3-methyl-benzo(d)isoxazole (4.9 g, 0.03 mol.) in 48% hydrobromic acid (20 mL) and acetic acid (20 mL) was refluxed for 4 hrs. The mixture was concentrated to give 6.2 g solid. MS (m/e): 149 (M+).

Workup

  1. temperaturewas refluxed for 4 hrs
  2. concentrationThe mixture was concentrated

Sources & evidence

ORD record
ord-081a901239854ac7beafaf97f02f3b19
Source dataset
uspto-grants-2002_04
Patent number
US06380218B1

Reaction notes

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