Water → 2-Ethylbenzo[d]oxazol-4-ol

HRID 275797

Reaction equation

HRID 275797 reaction equation
Cl.[NH2:2][C:3]1[C:9]([OH:10])=[CH:8][CH:7]=[CH:6][C:4]=1[OH:5].C(O[C:14](OCC)(OCC)[CH2:15][CH3:16])C.O>C(O)C>[CH2:15]([C:16]1[O:5][C:4]2[CH:6]=[CH:7][CH:8]=[C:9]([OH:10])[C:3]=2[N:2]=1)[CH3:14]

Participants

5

Reactant 3

HCID 962WaterHCID 66995Ethyl orthopropionateHCID 4592471,3-Benzenediol, 2-amino-, hydrochloride (1:1)

Product 1

HCID 156656802-Ethylbenzo[d]oxazol-4-ol

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
150 °C

Procedure

A mixture of 2-aminoresorcinol hydrochloride (5.0 g) and triethylorthopropionate (13.7 ml) was heated to 150° C. for 2 h before being poured into a mixture of water (140 ml) and ethanol (35 ml). The mixture was stirred vigorously for 30 minutes at room temperature. The resulting precipitate was removed by filtration and dried to give the title compound as a beige solid (4.11 g).

Workup

  1. customThe resulting precipitate was removed by filtration
  2. customdried

Sources & evidence

ORD record
ord-431cdd863f2841b39b43c21f7b1cdf97
Source dataset
uspto-grants-2002_03
Patent number
US06353010B1

Linked notes

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