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

HRID 1658147Notes

Reaction equation

HRID 1658147 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-5b0fc0359ee242a09dd1475311ab0a84
Source dataset
uspto-grants-1976_06
Patent number
US03962452

Reaction notes

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