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Pyridine → HCID 86680494、化合物

HRID 2406478
ノート
印刷プレビュー

反応式

HRID 2406478 の反応式
[OH:1][NH:2][C:3](=[NH:6])[CH2:4][OH:5].[F:7][C:8]1[CH:16]=[CH:15][C:11]([C:12](Cl)=O)=[CH:10][CH:9]=1.N1C=CC=C[CH:18]=1>C(Cl)Cl>[F:7][C:8]1[CH:16]=[CH:15][C:11]([C:12]2[O:1][N:2]=[C:3]([CH:4]([OH:5])[CH3:18])[N:6]=2)=[CH:10][CH:9]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 1049PyridineHCID 678794-Fluorobenzoyl chlorideHCID 178511448HCID 178511448、化合物

生成物 1

HCID 86680494HCID 86680494、化合物収率 9%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of N,2-dihydroxyacetimidamide (2.7 g, 26.4 mmol) in pyridine (20 mL) was added dropwise 4-fluorobenzoyl chloride (3 g, 18.9 mmol) in DCM (30 mL) at 0° C. to 10° C. The reaction was stirred for 6 hours at room temperature and the solid was filtered and washed with DCM (50 mL). The solid was dissolved in ethanol and the solution refluxed for 16 hours at 85° C. The mixture was evaporated under reduced pressure. The crude product was purified by silica gel column chromatography (100-200 mesh; using 10% ethyl acetate in hexane) to obtain 1-(5-(4-fluorophenyl)-1,2,4-oxadiazol-3-yl)ethanol as white solid (0.35 g, 9% yield). 1H NMR (400 MHz, CDCl3): δ 8.14 (dd, 1H), 7.20 (dd, 1H), 5.06 (q, 1H), 1.66 (d, 3H).

後処理

  1. filtrationthe solid was filtered
  2. washwashed with DCM (50 mL)
  3. dissolutionThe solid was dissolved in ethanol
  4. temperaturethe solution refluxed for 16 hours at 85° C
  5. customThe mixture was evaporated under reduced pressure
  6. customThe crude product was purified by silica gel column chromatography (100-200 mesh; using 10% ethyl acetate in hexane)

出典と根拠

ORDレコード
ord-3c1fef04d91649558c01160598557d9a
出典データセット
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08809372B2

反応ノート

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