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

HRID 386381

반응식

HRID 386381 반응식
[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

참가 물질

6

반응물 3

HCID 1048PyrazoleHCID 70041-IodonaphthaleneHCID 10796Cesium carbonate

생성물 1

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

시약·촉매·용매 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 6228Dimethylformamide용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-bd1102cf020049879ce49d89a44449ac
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08372807B2

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