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Acetic Acid → 2-(4-Chloro-phenyl)-3-cyclopropylmethoxy-pyridine 1-oxide

HRID 1528372
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HRID 1528372 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:13]([O:14][CH2:15][CH:16]3[CH2:18][CH2:17]3)=[CH:12][CH:11]=[CH:10][N:9]=2)=[CH:4][CH:3]=1.C(O)(=[O:21])C>O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:13]([O:14][CH2:15][CH:16]3[CH2:17][CH2:18]3)=[CH:12][CH:11]=[CH:10][N+:9]=2[O-:21])=[CH:4][CH:3]=1
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참가 물질

4

반응물 2

HCID 176Acetic AcidHCID 666786972-(4-Chloro-phenyl)-3-cyclopropylmethoxy-pyridine

생성물 1

HCID 666786042-(4-Chloro-phenyl)-3-cyclopropylmethoxy-pyridine 1-oxide수율 65.19%

시약·촉매·용매 1

HCID 962Water용매2회

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온도
70 °C

실험 절차

To a solution of 5 g 2-(4-chloro-phenyl)-3-cyclopropylmethoxy-pyridine in 15 mL acetic acid, 3 mL hydrogenperoxyde (30% in water) was added. The reaction mixture was then stirred at 70° C. for 15 h. The reaction mixture was diluted with water and quenched with sodium carbonate. The mixture was washed with methylene chloride. The organic phase was washed with water; then dried over MgSO4 and purified by chromatography on silica gel with a gradient of ethyl acetate to ethyl acetate:methanol 4:1 to yield 3.46 g (65.19%) of the title compound as white solid, MS 276.1 (M+H)+.

후처리

  1. customquenched with sodium carbonate
  2. washThe mixture was washed with methylene chloride
  3. washThe organic phase was washed with water
  4. dry with materialthen dried over MgSO4
  5. custompurified by chromatography on silica gel with a gradient of ethyl acetate to ethyl acetate:methanol 4:1

출처 및 근거

ORD 기록
ord-cb7af9e35adc49a9ac1abc79f0afd22f
출처 데이터셋
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09090599B2

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