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

HRID 2397238Notes

Reaction equation

HRID 2397238 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 while 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-98f674bd2bb7490489356d1c90340235
Source dataset
uspto-grants-1977_05
Patent number
US04021440

Reaction notes

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