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

HRID 1602415노트

반응식

HRID 1602415 반응식
[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]

참가 물질

4

반응물 2

HCID 31398ChlorosuccinimideHCID 19611636N-[3-(7-Fluoro-2,3-dihydro-benzofuran-4-yl)-propyl]-acetamide

생성물 1

HCID 19611638N-[3-(5-Chloro-7-fluoro-2,3-dihydro-benzofuran-4-yl)-propyl]-acetamide

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-5b817ceee4c1459498ef1a389eebb487
출처 데이터셋
uspto-grants-1999_11
특허 번호
US05981572

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