Pyrazole → 1-(naphthalen-1-yl)-1H-pyrazole

HRID 386381

反応式

HRID 386381 の反応式
[NH:1]1[CH:5]=[CH:4][CH:3]=[N:2]1.I[C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=[CH:9][CH:8]=1.C([O-])([O-])=O.[Cs+].[Cs+]>CN(C=O)C.[Cu]I>[C:15]1([N:1]2[CH:5]=[CH:4][CH:3]=[N:2]2)[C:16]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[CH:12]=[CH:13][CH:14]=1

参加物

6

反応物 3

HCID 1048PyrazoleHCID 70041-IodonaphthaleneHCID 10796Cesium carbonate

生成物 1

HCID 6473051-(naphthalen-1-yl)-1H-pyrazole

試薬・触媒・溶媒 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 1H-pyrazole (300 mg, 4.4 mmol), iodonaphthalene (1.1 g, 4.4 mmol), copper (I) iodide (126 mg, 0.66 mmol), Cs2CO3 (2.15 g, 6.6 mmol) in DMF (5 mL) was evacuated and filled with nitrogen twice. The reaction was then stirred at room temperature for 30 minutes and then at 120° C. for 2 days. The reaction mixture was then cooled to room temperature, diluted with ethyl acetate, filtered through silica gel and concentrated to give 1-(naphthalen-1-yl)-1H-pyrazole as pure solid. (800 mg, 93%).

後処理

  1. customwas evacuated
  2. additionfilled with nitrogen twice
  3. waitat 120° C. for 2 days
  4. temperatureThe reaction mixture was then cooled to room temperature
  5. additiondiluted with ethyl acetate
  6. filtrationfiltered through silica gel
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-bd1102cf020049879ce49d89a44449ac
出典データセット
uspto-grants-2013_02
特許番号
US08372807B2

関連ノート

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