Hydrochloric Acid → 6-Benzoxazoleacetic acid, 2-phenyl-, ethyl ester

HRID 1658082Notes

Reaction equation

HRID 1658082 reaction equation
[C:1]1([C:7]2[O:8][C:9]3[CH:15]=[C:14]([CH2:16][C:17]([OH:19])=[O:18])[CH:13]=[CH:12][C:10]=3[N:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.[CH2:21](O)[CH3:22]>>[CH2:21]([O:18][C:17](=[O:19])[CH2:16][C:14]1[CH:13]=[CH:12][C:10]2[N:11]=[C:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[O:8][C:9]=2[CH:15]=1)[CH3:22]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 439316-Benzoxazoleacetic acid, 2-phenyl-

Product 1

HCID 399486-Benzoxazoleacetic acid, 2-phenyl-, ethyl ester

Procedure

A solution of 2-phenyl-6-benzoxazolylacetic acid (20 gm) in ethanol (200 ml) was heated under reflux for 6 hr., during which time dry hydrogen chloride gas was passed through the solution. The residual oil on evaporation of the solution was extracted with ether and this solution was evaporated to dryness. The solid formed was recrystallised from toluene/petroleum ether to yield white crystals of ethyl-2-phenyl-6-benzoxazolylacetate, m.p. 76°C.

Workup

  1. temperatureunder reflux for 6 hr
  2. customThe residual oil on evaporation of the solution
  3. extractionwas extracted with ether
  4. customthis solution was evaporated to dryness
  5. customThe solid formed
  6. customwas recrystallised from toluene/petroleum ether

Sources & evidence

ORD record
ord-5e93fa64a58d41cb83c1488ff5ce8578
Source dataset
uspto-grants-1976_06
Patent number
US03962441

Reaction notes

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