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N-(4-Bromophenyl)-2-chloroacetamide → N-(4-bromophenyl)-2-(pyrrolidin-1-yl)acetamide

HRID 1054364
ノート
印刷プレビュー

反応式

HRID 1054364 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:12])[CH2:10]Cl)=[CH:4][CH:3]=1.[NH:13]1[CH2:17][CH2:16][CH2:15][CH2:14]1>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:12])[CH2:10][N:13]2[CH2:17][CH2:16][CH2:15][CH2:14]2)=[CH:4][CH:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 17374N-(4-Bromophenyl)-2-chloroacetamideHCID 31268Pyrrolidine

生成物 1

HCID 1091709N-(4-bromophenyl)-2-(pyrrolidin-1-yl)acetamide

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

N-(4-Bromo-phenyl)-2-chloro-acetamide (0.3 g, 1.21 mmol) was dissolved in anhydrous toluene (10 ml). Pyrrolidine (0.3 ml, 3.63 mmol) was added dropwise to the mixture, which was then heated to reflux and stirred overnight. The toluene was removed under reduced pressure and the residue was dissolved in ethyl acetate. Saturated ammonium chloride was added and the aqueous layer was extracted twice with ethyl acetate. The organics were combined, washed with brine, dried over anhydrous magnesium sulfate and concentrated in vacuo. Yield 0.22 g, 65%. LCMS method: 2, RT: 2.62 min; MI: 283-285 [M+1].

後処理

  1. temperaturewas then heated
  2. temperatureto reflux
  3. customThe toluene was removed under reduced pressure
  4. dissolutionthe residue was dissolved in ethyl acetate
  5. additionSaturated ammonium chloride was added
  6. extractionthe aqueous layer was extracted twice with ethyl acetate
  7. washwashed with brine
  8. dry with materialdried over anhydrous magnesium sulfate
  9. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-d7d0aa4d08d54da38e7745113f6d17b2
出典データセット
uspto-grants-2016_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09394301B2

反応ノート

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