Methanol → HCID 20297510, compound

HRID 1389022Notes

Reaction equation

HRID 1389022 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[O:13][N:12]=[CH:11][C:10]=1[C:14](Cl)=[O:15].[CH3:17][OH:18]>>[CH3:17][O:18][C:14]([C:10]1[CH:11]=[N:12][O:13][C:9]=1[C:3]1[CH:4]=[CH:5][C:6]([Cl:8])=[CH:7][C:2]=1[Cl:1])=[O:15]

Participants

3

Reactant 2

HCID 887MethanolHCID 202974945-(2,4-Dichlorophenyl)-4-isoxazolecarbonyl chloride

Product 1

HCID 20297510HCID 20297510, compoundYield 63.1%

Procedure

5-(2',4'-Dichlorophenyl)-4-isoxazolecarbonyl chloride (2.0 g.; 0.007 mol.) was covered with methanol and the solution was heated on a steam cone for 2 hours. The excess methanol was then removed under reduced pressure and the resulting residue was dissolved in hot pentane. The product crystallized from the pentane solution to yield methyl-5-(2',4'-dichlorophenyl)-4-isoxazolecarboxylate (1.2 g.; 63.1% yield) having a melting point of 83°-84° C. and the following analysis:

Workup

  1. temperaturethe solution was heated on a steam cone for 2 hours
  2. customThe excess methanol was then removed under reduced pressure
  3. dissolutionthe resulting residue was dissolved in hot pentane
  4. customThe product crystallized from the pentane solution

Sources & evidence

ORD record
ord-9345cfbe82e1450e9741fd5feeb63647
Source dataset
uspto-grants-1981_01
Patent number
US04243406

Reaction notes

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