Phosphorus tribromide → 4-Bromomethyl-5-(4-bromo-phenyl)-3-methyl-isoxazole

HRID 1624379Notes

Reaction equation

HRID 1624379 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][N:11]=[C:10]([CH3:13])[C:9]=2[CH2:14]O)=[CH:4][CH:3]=1.P(Br)(Br)[Br:17]>COCCOC>[Br:17][CH2:14][C:9]1[C:10]([CH3:13])=[N:11][O:12][C:8]=1[C:5]1[CH:6]=[CH:7][C:2]([Br:1])=[CH:3][CH:4]=1

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 58218538[5-(4-Bromo-phenyl)-3-methyl-isoxazol-4-yl]-methanol

Product 1

HCID 665772234-Bromomethyl-5-(4-bromo-phenyl)-3-methyl-isoxazole

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

[5-(4-Bromo-phenyl)-3-methyl-isoxazol-4-yl]-methanol (2.88 g, 10.74 mmol) in DME (23 mL) was treated with phosphorus tribromide (1.5 mL, 16.11 mmol), and the reaction was stirred at room temperature for 1 hour. Aqueous workup provided the title compound.

Sources & evidence

ORD record
ord-8228ee2724714d35baa3154f814baca5
Source dataset
uspto-grants-2014_07
Patent number
US08778983B2

Reaction notes

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