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

HRID 346878ノート

反応式

HRID 346878 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-cd186bb2b08142a1a2cd06e7253f23f9
出典データセット
uspto-grants-2007_02
特許番号
US07173061B2

反応ノート

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