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

HRID 902606

反応式

HRID 902606 の反応式
[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

参加物

6

反応物 4

HCID 8058HexaneHCID 11430Potassium CarbonateHCID 12229HydrazinecarboxaldehydeHCID 5198313-Benzyloxyphenylacetonitrile

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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+).

後処理

  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)

出典と根拠

ORDレコード
ord-d6d702fabbfb4a7ea1cf73e72427808a
出典データセット
uspto-grants-2008_04
特許番号
US07365085B2

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