Phosphorus tribromide → 4-(Bromomethyl)-3,5-dimethyl-1,2-oxazole

HRID 630037

Reaction equation

HRID 630037 reaction equation
[CH3:1][C:2]1[C:6]([CH2:7]O)=[C:5]([CH3:9])[O:4][N:3]=1.P(Br)(Br)[Br:11]>ClCCl>[Br:11][CH2:7][C:6]1[C:2]([CH3:1])=[N:3][O:4][C:5]=1[CH3:9]

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 2895753,5-Dimethyl-4-(hydroxymethyl)isoxazole

Product 1

HCID 127932894-(Bromomethyl)-3,5-dimethyl-1,2-oxazole

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (3,5-dimethyl-1,2-oxazol-4-yl)methanol (805 mg, 6.3 mmol) in anhydrous dichloromethane (60 mL) was added dropwise phosphorus tribromide (1.2 mL, 12.6 mmol). The mixture was stirred at room temperature for 3 hours. Dichloromethane was evaporated, and the residue was dried in vacuo, affording 4-(bromomethyl)-3,5-dimethyl-1,2-oxazole. The product was used without further purification.

Workup

  1. customDichloromethane was evaporated
  2. customthe residue was dried in vacuo

Sources & evidence

ORD record
ord-c858e68f353143a8bbd0df66a64fcd0d
Source dataset
uspto-grants-2016_04
Patent number
US09315521B2

Linked notes

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