3-Methoxyacetophenone → 1-(3-Methoxyphenyl)-2-(1-methyl-2-pyrrolidinyliden)ethanone

HRID 2049651

反応式

HRID 2049651 の反応式
[Na].COS([O-])(=O)=O.CN(C)[C:10]1[CH2:14][CH2:13][CH2:12][N+:11]=1[CH3:15].[CH3:17][C:18]([C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([O:26][CH3:27])[CH:21]=1)=[O:19]>C(O)C>[CH3:27][O:26][C:22]1[CH:21]=[C:20]([C:18](=[O:19])[CH:17]=[C:10]2[CH2:14][CH2:13][CH2:12][N:11]2[CH3:15])[CH:25]=[CH:24][CH:23]=1

参加物

5

反応物 3

HCID 114603-MethoxyacetophenoneHCID 5360545SodiumHCID 1784830372-Dimethylamino-1-methyl-1-pyrrolinium methylsulfate

生成物 1

HCID 571537451-(3-Methoxyphenyl)-2-(1-methyl-2-pyrrolidinyliden)ethanone収率 60.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of 10.35 g of sodium in 225 ml of ethanol is added dropwise at 90° (with stirring) in the course of one hour to a mixture of 107 g of 2-dimethylamino-1-methyl-1-pyrrolinium methyl sulfate and 45.1 g of 3-methoxyacetophenone; stirring is effected for a further 2 hours at this temperature, and the solvent is then largely distilled off under a vacuum. 300 ml of water and 300 ml of diethyl ether are added to the cooled residue, and thorough shaking is effected. The ethereal phase is collected, dried over sodium sulfate and concentrated. The crystalline residue is recrystallized from chloroform/cyclohexane to yield 41.8 g of the title compound (as yellowish crystals), m.p. 92° to 93°.

後処理

  1. stirringstirring
  2. waitis effected for a further 2 hours at this temperature
  3. distillationthe solvent is then largely distilled off under a vacuum
  4. addition300 ml of water and 300 ml of diethyl ether are added to the cooled residue
  5. stirringthorough shaking
  6. customThe ethereal phase is collected
  7. dry with materialdried over sodium sulfate
  8. concentrationconcentrated
  9. customThe crystalline residue is recrystallized from chloroform/cyclohexane

出典と根拠

ORDレコード
ord-35e91b2a19d649d69cdd896ca81c5f02
出典データセット
uspto-grants-1980_04
特許番号
US04198424

関連ノート

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