Chloromethyl Methyl Ether → HCID 86749474、化合物

HRID 439612ノート

反応式

HRID 439612 の反応式
[H-].[Na+].[CH:3](=[C:10]1/[C:11](=[O:29])[NH:12][C:13](=[O:28])/[C:14]/1=[CH:15]/[C:16]1[CH:21]=[C:20]([O:22][CH3:23])[C:19]([O:24][CH3:25])=[C:18]([O:26][CH3:27])[CH:17]=1)\[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[CH3:30][O:31][CH2:32]Cl>CN(C)C=O>[CH3:30][O:31][CH2:32][N:12]1[C:13](=[O:28])/[C:14](=[CH:15]/[C:16]2[CH:17]=[C:18]([O:26][CH3:27])[C:19]([O:24][CH3:25])=[C:20]([O:22][CH3:23])[CH:21]=2)/[C:10](=[CH:3]\[C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=2)/[C:11]1=[O:29]

参加物

5

反応物 3

HCID 7864Chloromethyl Methyl EtherHCID 24758Sodium hydrideHCID 6438903T 686

生成物 1

HCID 86749474HCID 86749474、化合物収率 73%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

To a suspension of 63.2% sodium hydride (0.38 g) in dimethylformamide (10 ml) is added dropwise a solution of (3E,4E)-3-benzylidene-4-(3,4,5-trimethoxybenzylidene)-2,5-pyrrolidinedione (3.65 g) in dimethylformamide (10 ml) under ice-cooling, and the mixture is stirred at room temperature for one hour. To the mixture is added dropwise methoxymethyl chloride (0.84 ml) under ice-cooling, and the mixture is stirred at room temperature overnight. The mixture is evaporated to remove the solvent, and to the residue is added ethyl acetate. The mixture is washed, dried, and evaporated to remove the solvent. The resulting residue is purified by silica gel column chromatography (solvent; n-hexane:trichloromethane:ethyl acetate=5:5:4) to give (3E,4E)-1-methoxymethyl-3-benzylidene-4-(3,4,5-trimethoxybenzylidene)-2,5-pyrrolidinedione (3.0 g) as yellow crystals.

後処理

  1. temperaturecooling
  2. temperaturecooling
  3. stirringthe mixture is stirred at room temperature overnight
  4. customThe mixture is evaporated
  5. customto remove the solvent
  6. additionto the residue is added ethyl acetate
  7. washThe mixture is washed
  8. customdried
  9. customevaporated
  10. customto remove the solvent
  11. customThe resulting residue is purified by silica gel column chromatography (solvent; n-hexane:trichloromethane:ethyl acetate=5:5:4)

出典と根拠

ORDレコード
ord-0362a84fe29840dc9668cdda63b501fd
出典データセット
uspto-grants-1996_05
特許番号
US05514815

反応ノート

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