N-bromobutanimide → N-[3-(5-Bromo-7-fluoro-2,3-dihydro-benzofuran-4-yl)-propyl]-acetamide

HRID 1602416ノート

反応式

HRID 1602416 の反応式
[Br:1]N1C(=O)CCC1=O.[F:9][C:10]1[C:18]2[O:17][CH2:16][CH2:15][C:14]=2[C:13]([CH2:19][CH2:20][CH2:21][NH:22][C:23](=[O:25])[CH3:24])=[CH:12][CH:11]=1>C(O)(=O)C>[Br:1][C:12]1[CH:11]=[C:10]([F:9])[C:18]2[O:17][CH2:16][CH2:15][C:14]=2[C:13]=1[CH2:19][CH2:20][CH2:21][NH:22][C:23](=[O:25])[CH3:24]

参加物

4

反応物 2

HCID 67184N-bromobutanimideHCID 19611636N-[3-(7-Fluoro-2,3-dihydro-benzofuran-4-yl)-propyl]-acetamide

生成物 1

HCID 19611683N-[3-(5-Bromo-7-fluoro-2,3-dihydro-benzofuran-4-yl)-propyl]-acetamide

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

N-Bromosuccinimide (569 mg) was added to a solution of N-[3-(7-fluoro-2,3-dihydro-benzofuran-4-yl)-propyl]-acetamide (690 mg) in glacial acetic acid (15 ml) at room temperature under nitrogen and the mixture stirred for 48 h. The solution was evaporated and the residue partitioned between sodium carbonate (2N; 20 ml) and ethyl acetate (20 ml). The combined organic extracts were washed with brine (25 ml) and dried (MgSO4). The solvent was evaporated and the residue purified by column chromatography. Eluting with dichloromethane/methanol 50:1 gave the title compound as a colourlss solid (644 mg)

後処理

  1. customThe solution was evaporated
  2. customthe residue partitioned between sodium carbonate (2N; 20 ml) and ethyl acetate (20 ml)
  3. washThe combined organic extracts were washed with brine (25 ml)
  4. dry with materialdried (MgSO4)
  5. customThe solvent was evaporated
  6. customthe residue purified by column chromatography
  7. washEluting with dichloromethane/methanol 50:1

出典と根拠

ORDレコード
ord-55f7cfc9d59247a880776fb997d43fd1
出典データセット
uspto-grants-1999_11
特許番号
US05981572

反応ノート

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