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

HRID 2082917
Notes
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Reaction equation

HRID 2082917 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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

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 as 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. temperature
under reflux for 6 hr
  • customThe residual oil on evaporation of the solution
  • extractionwas extracted with ether
  • customthis solution as evaporated to dryness
  • customThe solid formed
  • customwas recrystallised from toluene/petroleum ether
  • Sources & evidence

    ORD record
    ord-08f85a1e68ee4aa599743b5f8ab3ebc6
    Source dataset
    uspto-grants-1978_04
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    USRE029608

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes