Chloride → 5-Chloro-2-(4-methoxyphenyl)-3-[4-(3-diethylaminopropyloxy)benzoyl]benzofuran

HRID 346878노트

반응식

HRID 346878 반응식
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([C:10]3[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][CH:11]=3)=[CH:7][C:6]=2[CH:18]=1.[CH2:19]([N:21]([CH2:24][CH2:25][CH2:26][O:27][C:28]1[CH:36]=[CH:35][C:31]([C:32](Cl)=[O:33])=[CH:30][CH:29]=1)[CH2:22][CH3:23])[CH3:20].[Cl-]>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([C:10]3[CH:11]=[CH:12][C:13]([O:16][CH3:17])=[CH:14][CH:15]=3)=[C:7]([C:32](=[O:33])[C:31]3[CH:30]=[CH:29][C:28]([O:27][CH2:26][CH2:25][CH2:24][N:21]([CH2:22][CH3:23])[CH2:19][CH3:20])=[CH:36][CH:35]=3)[C:6]=2[CH:18]=1

참가 물질

5

반응물 3

HCID 312ChlorideHCID 102362405-Chloro-2-(4-methoxyphenyl)benzofuranHCID 214352614-(3-Diethylaminopropoxy)benzoyl chloride

생성물 1

HCID 99353805-Chloro-2-(4-methoxyphenyl)-3-[4-(3-diethylaminopropyloxy)benzoyl]benzofuran

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of 5-chloro-2-(4-methoxyphenyl)benzofuran (1 g, 3.9 mmol) in DCM (100 mL) was stirred at 0° C. under nitrogen. The compound of Example 2(iii) (1.68 g, 6.9 mmol) was added followed by the drop-wise addition of tinIV chloride solution (1M DCM, 11.6 mmol). The colour became a deep red and the reaction was stirred at RT. for 3 hrs. The resulting suspension was poured onto ice-water (250 mL) and the organic portion separated. The aqueous layer was extracted with DCM and the organic portions were combined, dried (Na2SO4) and evaporated. The residue was purified by flash chromatography to give the title compound as a yellow tar (1.34 g, 72%).

후처리

  1. additionThe resulting suspension was poured onto ice-water (250 mL)
  2. customthe organic portion separated
  3. extractionThe aqueous layer was extracted with DCM
  4. dry with materialdried (Na2SO4)
  5. customevaporated
  6. customThe residue was purified by flash chromatography

출처 및 근거

ORD 기록
ord-cd186bb2b08142a1a2cd06e7253f23f9
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07173061B2

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