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Bis(2-bromoethyl) ether → 2,2,2-Trifluoro-1-(3-morpholin-4-yl-phenyl)-ethanone oxime

HRID 2307424
ノート
印刷プレビュー

反応式

HRID 2307424 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]([C:8](=[N:13][OH:14])[C:9]([F:12])([F:11])[F:10])[CH:5]=[CH:6][CH:7]=1.Br[CH2:16][CH2:17][O:18][CH2:19][CH2:20]Br.CCN(C(C)C)C(C)C>C1(C)C=CC=CC=1>[F:10][C:9]([F:12])([F:11])[C:8]([C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([N:1]2[CH2:20][CH2:19][O:18][CH2:17][CH2:16]2)[CH:3]=1)=[N:13][OH:14]
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 21521Bis(2-bromoethyl) etherHCID 81531DiisopropylethylamineHCID 739856931-(3-Aminophenyl)-2,2,2-trifluoroethanone oxime

生成物 1

HCID 739856882,2,2-Trifluoro-1-(3-morpholin-4-yl-phenyl)-ethanone oxime収率 89.3%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A mixture of 1-(3-aminophenyl)-2,2,2-trifluoroethanone oxime (1.7 g), bromoethyl ether (2.246 g), and i-Pr2NEt (2.57 g) in toluene (20 mL) was refluxed for 4 hours. After cooling, the reaction mixture was quenched with water. The aqueous layer was extracted with dichloromethane, and the combined organic layers were dried over magnesium sulphate, filtered and concentrated in vacuo. The crude product was purified by silica gel flash chromatography (50% ethyl acetate in hexane) to give the title compound as an oil (2.04 g).

後処理

  1. temperaturewas refluxed for 4 hours
  2. temperatureAfter cooling
  3. customthe reaction mixture was quenched with water
  4. extractionThe aqueous layer was extracted with dichloromethane
  5. dry with materialthe combined organic layers were dried over magnesium sulphate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. customThe crude product was purified by silica gel flash chromatography (50% ethyl acetate in hexane)

出典と根拠

ORDレコード
ord-5c57a140ed5342678bcecd7b8bbc7fd2
出典データセット
uspto-grants-2004_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06831080B2

反応ノート

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