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Pyridine → (3-Bromothien-2-yl) (3-methoxyphenyl)methanone oxime

HRID 1246549
ノート
印刷プレビュー

反応式

HRID 1246549 の反応式
[Br:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([O:15][CH3:16])[CH:10]=1)=O.Cl.[NH2:18][OH:19].N1C=CC=CC=1.ClCCl>CCCCCC>[Br:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([O:15][CH3:16])[CH:10]=1)=[N:18][OH:19]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 1049PyridineHCID 6344DichloromethaneHCID 443297Hydroxyamine hydrochlorideHCID 21915416(3-Bromothien-2-yl) (3-methoxyphenyl)methanone

生成物 1

HCID 72727313(3-Bromothien-2-yl) (3-methoxyphenyl)methanone oxime収率 87%

試薬・触媒・溶媒 1

HCID 8058Hexane
溶媒

実験手順

Stir a mixture of (3-bromothiophen-2-yl)-(3-methoxyphenyl)methanone (7 g, 0.024 mol), hydroxylamine hydrochloride (3.09 g, 0.048 mol) and pyridine (40 mL) overnight at room temperature, and then heat the mixture (100° C.–105° C.) for four hours. TLC (dichloromethane) shows that the reaction is complete. Quench the reaction mixture with water and extract with ether (three times). Wash the ether phase with HCl (3N) and water, dry (MgSO4), filter and concentrate to yield an oil that solidifies. Recrystallize the solid from ether:hexane to obtain the title compound (6.4 g, 87% Yield), m.p. 102–103° C.

後処理

  1. temperatureheat the mixture (100° C.–105° C.) for four hours
  2. customQuench the reaction mixture with water
  3. extractionextract with ether (three times)
  4. washWash the ether phase with HCl (3N) and water
  5. dry with materialdry (MgSO4)
  6. filtrationfilter
  7. concentrationconcentrate
  8. customto yield an oil
  9. customRecrystallize the solid from ether

出典と根拠

ORDレコード
ord-57b78ac06de9427ea6e74f79c1c384e6
出典データセット
uspto-grants-2006_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07125903B1

反応ノート

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