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

HRID 1602415ノート

反応式

HRID 1602415 の反応式
[Cl: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>[Cl: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 31398ChlorosuccinimideHCID 19611636N-[3-(7-Fluoro-2,3-dihydro-benzofuran-4-yl)-propyl]-acetamide

生成物 1

HCID 19611638N-[3-(5-Chloro-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-Chlorosuccinimide (47.7 mg) was added to a solution of N-[3-(7-fluoro-2,3-dihydro-benzofuran-4-yl)-propyl]-acetamide (77 mg) in glacial acetic acid (5 ml) at room temperature under nitrogen and the mixture stirred for 72 h. The solution was evaporated and the residue partitioned between sodium carbonate (2N; 10 ml) and ethyl acetate (10 ml). The combined organic extracts were washed with brine (10 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 colourless gum which crystallised on standing (67 mg).

後処理

  1. customThe solution was evaporated
  2. customthe residue partitioned between sodium carbonate (2N; 10 ml) and ethyl acetate (10 ml)
  3. washThe combined organic extracts were washed with brine (10 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-5b817ceee4c1459498ef1a389eebb487
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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