Sulfuric Acid → 2,4-Dimethyl-4,5-dihydro[3,4'-bipyridin]-6(1H)-one

HRID 1388307노트

반응식

HRID 1388307 반응식
[C:1]([CH:4]([C:10]1[CH:15]=[CH:14][N:13]=[CH:12][CH:11]=1)[CH:5]([CH3:9])[CH2:6][C:7]#[N:8])(=O)[CH3:2].S(=O)(=O)(O)[OH:17]>C(O)(=O)C>[CH3:9][CH:5]1[C:4]([C:10]2[CH:15]=[CH:14][N:13]=[CH:12][CH:11]=2)=[C:1]([CH3:2])[NH:8][C:7](=[O:17])[CH2:6]1

참가 물질

4

반응물 2

HCID 1118Sulfuric AcidHCID 132689714-Acetyl-3-methyl-4-(4-pyridinyl)butanenitrile

생성물 1

HCID 132689722,4-Dimethyl-4,5-dihydro[3,4'-bipyridin]-6(1H)-one

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

To a 2.0 g portion of 4-acetyl-3-methyl-4-(4-pyridinyl)butanenitrile dissolved in 20 ml of acetic acid was added dropwise 3 ml of sulfuric acid whereupon an exothermic reaction ensued. The reaction mixture was stirred for 4 hours, the acetic acid was evaporated off in vacuo and to the remaining material was added 10 ml of water followed by basification with 35% aqueous sodium hydroxide solution. The alkaline solution was extracted four times with ethyl acetate; the combined extracts were dried over anhydrous magnesium sulfate; the ethyl acetate was distilled off in vacuo; and, the remaining white solid was recrystallized from acetonitrile to produce 2.0 g of 3,4-dihydro-4,6-dimethyl-5-(4-pyridinyl)-2(1H)-pyridinone, m.p. 184°-186° C.

후처리

  1. customwhereupon an exothermic reaction
  2. customthe acetic acid was evaporated off in vacuo and to the remaining material
  3. additionwas added 10 ml of water
  4. extractionThe alkaline solution was extracted four times with ethyl acetate
  5. dry with materialthe combined extracts were dried over anhydrous magnesium sulfate
  6. distillationthe ethyl acetate was distilled off in vacuo
  7. customand, the remaining white solid was recrystallized from acetonitrile

출처 및 근거

ORD 기록
ord-93e400e519c24881b0c6065f83559ef3
출처 데이터셋
uspto-grants-1984_02
특허 번호
US04431651

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