Trimethyl orthoacetate → 5-Bromo-2-methyl-1,3-benzoxazole

HRID 460124

Reaction equation

HRID 460124 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([Br:8])[CH:5]=[CH:4][C:3]=1[OH:9].[C:10](OC)(OC)(OC)[CH3:11]>>[CH3:10][C:11]1[O:9][C:3]2[CH:4]=[CH:5][C:6]([Br:8])=[CH:7][C:2]=2[N:1]=1

Participants

3

Reactant 2

HCID 15050Trimethyl orthoacetateHCID 3518402-Amino-4-Bromophenol

Product 1

HCID 101045995-Bromo-2-methyl-1,3-benzoxazole

Procedure

A solution of 2-amino-4-bromophenol (1 g, 5.32 mmol) in trimethyl orthoacetate (20 mL) was refluxed for 1.5 hours. The reaction was then cooled and the solvent removed under reduced pressure to give 1.1 g of title compound.

Workup

  1. temperatureThe reaction was then cooled
  2. customthe solvent removed under reduced pressure

Sources & evidence

ORD record
ord-4c925a0a4b044fa8962c12f21b3d72ff
Source dataset
uspto-grants-2007_03
Patent number
US07196102B2

Linked notes

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