Water → HCID 54029640、化合物

HRID 2397580ノート

反応式

HRID 2397580 の反応式
[Cl:1][C:2]1[CH:10]=[CH:9][C:8]2[N:7]3[CH2:11][CH2:12][NH:13][C:14](=[O:15])[C:6]3=[C:5]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:4]=2[CH:3]=1.[H-].[Na+].Cl[CH2:25][CH2:26][N:27]1[CH2:31][CH2:30][CH2:29][CH2:28]1.O>CN(C)C=O>[Cl:1][C:2]1[CH:10]=[CH:9][C:8]2[N:7]3[CH2:11][CH2:12][N:13]([CH2:25][CH2:26][N:27]4[CH2:31][CH2:30][CH2:29][CH2:28]4)[C:14](=[O:15])[C:6]3=[C:5]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:4]=2[CH:3]=1

参加物

6

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 816691-(2-Chloroethyl)pyrrolidineHCID 21436045HCID 21436045、化合物

生成物 1

HCID 54029640HCID 54029640、化合物収率 77.3%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒3 回

反応条件

温度
35 °C

実験手順

A solution of 8-chloro-10-phenyl-1,2,3,4-tetrahydropyrazino-[1,2-a]indole-1-one (6.0 g, 0.0202 mole) in dimethyl formamide (40 ml) is added over a period of 1/2 hour to a suspension of sodium hydride (1.4 g, 0.029 mole of a 50% dispersion in mineral oil) in dimethylformamide (20 ml). The mixture is stirred at about 35° C. for 1 hour. A solution of freshly distilled N-(β-chloroethyl)pyrrolidine (3.88 g, 0.029 mole) in dimethylformamide (10 ml) is added over a period of 1/4 hour. The reaction mixture is stirred at 50° C. for 18 hours, then cooled and poured into water (300 ml), this mixture is extracted with dichloromethane (4 portions, 100 ml each). The extracts are washed with saturated sodium chloride solution and dried over anhydrous sodium sulfate. The drying agent is removed by filtration and the filtrate is concentrated. The residue is recrystallized from heptane to give the above titled product, 6.15 g (77.3 % yield), melting at 134°-135.5° C.

後処理

  1. stirringThe reaction mixture is stirred at 50° C. for 18 hours
  2. temperaturecooled
  3. extractionthis mixture is extracted with dichloromethane (4 portions, 100 ml each)
  4. washThe extracts are washed with saturated sodium chloride solution
  5. dry with materialdried over anhydrous sodium sulfate
  6. customThe drying agent is removed by filtration
  7. concentrationthe filtrate is concentrated
  8. customThe residue is recrystallized from heptane

出典と根拠

ORDレコード
ord-2053cf94046a41c0b0cf3f3c0f62a02d
出典データセット
uspto-grants-1977_05
特許番号
US04022778

反応ノート

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