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Methanol → Methyl 2-[3-(p-Chlorophenyl)-5-Isoxazolyl]Benzoate

HRID 1706774
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인쇄 미리보기

반응식

HRID 1706774 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:12][C:11]3([C:20]4[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=4)[C:14](=[O:21])[O:13]3)[O:10][N:9]=2)=[CH:4][CH:3]=1.OS(O)(=O)=O.[CH3:27]O>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:12]=[C:11]([C:20]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[C:14]([O:13][CH3:27])=[O:21])[O:10][N:9]=2)=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 13071253HCID 13071253, 화합물

생성물 1

HCID 13125672Methyl 2-[3-(p-Chlorophenyl)-5-Isoxazolyl]Benzoate

실험 절차

A solution of 6.3 g. (0.020 mole) of 3'-(p-chlorophenyl)-spiro[isobenzofuran-1(3H),5'(4'H)-isoxazol]-3-one, 2 ml. of concentrated H2SO4 and 300 ml. of methanol was stirred at reflux for 20 hours. The cooled solution was poured into ice water (3 liters) and extracted with ether. The combined organic extracts were washed twice with water, dried over CaSO4 and concentrated under vacuum to yield 5.8 g. of colorless crystals (88%) of product. Recrystallization from hexane afforded 5.4 g. of an analytically pure sample; m.p. 89.5°-91° C.

후처리

  1. temperature
at reflux for 20 hours
  • extractionextracted with ether
  • washThe combined organic extracts were washed twice with water
  • dry with materialdried over CaSO4
  • concentrationconcentrated under vacuum
  • customto yield 5.8 g
  • customRecrystallization from hexane
  • customafforded 5.4 g
  • 출처 및 근거

    ORD 기록
    ord-7738a9c5fa8e4f4d832ef8c01b8cab4a
    출처 데이터셋
    uspto-grants-1980_06
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US04208510

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