Hydrazine → 9-(Prop-2-en-1-yl)-9,10-dihydro-9,10-ethanoanthracene

HRID 442526노트

반응식

HRID 442526 반응식
[CH2:1]([C:4]12[CH2:19][C:18](=O)[CH:11]([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:17]=31)[C:10]1[C:5]2=[CH:6][CH:7]=[CH:8][CH:9]=1)[CH:2]=[CH2:3].NN.[OH-].[Na+]>C(O)COCCOCCO.O>[CH2:1]([C:4]12[CH2:19][CH2:18][CH:11]([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:17]=31)[C:10]1[C:5]2=[CH:6][CH:7]=[CH:8][CH:9]=1)[CH:2]=[CH2:3]

참가 물질

6

반응물 3

HCID 9321HydrazineHCID 14798Sodium HydroxideHCID 68119883HCID 68119883, 화합물

생성물 1

HCID 540335399-(Prop-2-en-1-yl)-9,10-dihydro-9,10-ethanoanthracene

시약·촉매·용매 2

HCID 962Water용매HCID 8172Triethylene Glycol용매

반응 조건

온도
150 °C

실험 절차

A mixture of 9-β-propenyl-9,10-dihydro-9,10-ethanoanthracene-11-one (280 mg), hydrazine (0.2 ml) and sodium hydroxide in triethyleneglycol was stirred at 150° C. for 30 minutes and at 190° - 200° C. for 2.5 hours. The reaction mixture was diluted with water and extracted with benzene. The organic layer was washed with water, dried over anhydrous sodium sulfate and evaporated to dryness. The residue was purified over silica gel chromatography to give 9-β-propenyl-9,10-dihydro-9,10-ethanoanthracene, M.P. 42° - 43° C.

후처리

  1. extractionextracted with benzene
  2. washThe organic layer was washed with water
  3. dry with materialdried over anhydrous sodium sulfate
  4. customevaporated to dryness
  5. customThe residue was purified over silica gel chromatography

출처 및 근거

ORD 기록
ord-a2886c66a7f14d15b1a9e97a4267d117
출처 데이터셋
uspto-grants-1977_08
특허 번호
US04045560

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