Butyl vinyl ether → 3-[3-(4-Fluorophenyl)-1-(1-methylethyl)-1H-indol-2-YL]-2-propenal

HRID 9939

反応式

HRID 9939 の反応式
CN(C=O)C1C=CC=CC=1.C([O:13][CH2:14][CH2:15][CH2:16][CH3:17])=C.ClC(OC(=O)OC(Cl)(Cl)Cl)(Cl)Cl.P(Cl)(Cl)(Cl)=O.[F:35][C:36]1[CH:41]=[CH:40][C:39]([C:42]2[C:50]3[C:45](=[CH:46][CH:47]=[CH:48][CH:49]=3)[N:44]([CH:51]([CH3:53])[CH3:52])C=2)=[CH:38][CH:37]=1>C(#N)C>[F:35][C:36]1[CH:41]=[CH:40][C:39]([C:42]2[C:50]3[C:45](=[CH:46][CH:47]=[CH:48][CH:49]=3)[N:44]([CH:51]([CH3:53])[CH3:52])[C:17]=2[CH:16]=[CH:15][CH:14]=[O:13])=[CH:38][CH:37]=1

参加物

7

反応物 5

HCID 8108Butyl vinyl etherHCID 24813Phosphorus oxychlorideHCID 66737N-MethylformanilideHCID 94429TriphosgeneHCID 7362293-(4-Fluorophenyl)-1-(1-methylethyl)-1H-indole

生成物 1

HCID 533952913-[3-(4-Fluorophenyl)-1-(1-methylethyl)-1H-indol-2-YL]-2-propenal収率 69%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒3 回

反応条件

温度
5 °C

実験手順

To a solution of N-methylformanilide (30 g), butyl vinyl ether (22.2 g) in 15 ml of acetonitrile under stirring at 5° C., a solution of bis-trichloromethylcarbonate (26.1 g) in 70 ml of acetonitrile is added dropwise in 80 min. The reaction mixture is kept under stirring at 5° C. overnight, then phosphorus oxychloride (31.4 g) is added dropwise in 30 minutes, then the reaction mixture is stirred at 5° C. for 15 minutes. 3-[3-(4-Fluorophenyl)-1-(1-Methylethyl)-1H-Indole (35.8 g) and acetonitrile (25 ml) are added. The mixture is warmed to 80° C. and kept under stirring for about 24 hours. The reaction mixture is worked up as described in Example 3b to give the product (69% yield).

後処理

  1. stirringthe reaction mixture is stirred at 5° C. for 15 minutes
  2. temperatureThe mixture is warmed to 80° C.
  3. stirringunder stirring for about 24 hours

出典と根拠

ORDレコード
ord-3d53efdb7a5449338c2b2634ab6dd476
出典データセット
uspto-grants-2006_08
特許番号
US07091382B2

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