Hexane → 3-(3-Benzyloxy-benzyl)-1,2,4-triazole

HRID 902606

반응식

HRID 902606 반응식
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH2:15][C:16]#[N:17])[CH:12]=[CH:13][CH:14]=1)C1C=CC=CC=1.[CH:18]([NH:20][NH2:21])=O.C(=O)([O-])[O-].[K+].[K+].[CH3:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33]>CO>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:12]=[CH:13][CH:14]=1)[CH2:15][C:16]1[N:17]=[CH:18][NH:20][N:21]=1)[C:30]1[CH:29]=[CH:28][CH:33]=[CH:32][CH:31]=1

참가 물질

6

반응물 4

HCID 8058HexaneHCID 11430Potassium CarbonateHCID 12229HydrazinecarboxaldehydeHCID 5198313-Benzyloxyphenylacetonitrile

생성물 1

HCID 1784203933-(3-Benzyloxy-benzyl)-1,2,4-triazole수율 30%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a stirring solution of 3-benzyloxyphenylacetonitrile (5.0 g, 0.022 mole) in methanol (100 mL) was added formic hydrazide (2.69 g, 0.060 mole) and solid potassium carbonate (9.9 g, 0.027 mole). The reaction was heated at reflux and stirred overnight. The mixture was cooled to RT, filtered, and the filtrate was concentrated. The crude product was purified by column chromatography over silica gel (silica gel 60, EM Science) using 75% ethyl acetate:hexane as eluent to afford 1.8 g (30% yield) of the title compound as an oil: MS (ESI) 266.0 (M+H+).

후처리

  1. temperatureThe reaction was heated
  2. temperatureat reflux
  3. filtrationfiltered
  4. concentrationthe filtrate was concentrated
  5. customThe crude product was purified by column chromatography over silica gel (silica gel 60, EM Science)

출처 및 근거

ORD 기록
ord-d6d702fabbfb4a7ea1cf73e72427808a
출처 데이터셋
uspto-grants-2008_04
특허 번호
US07365085B2

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