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Water → Ethyl 5-(p-chlorobenzoyl)-3-ethoxycarbonyl-4-methoxy-1-methylpyrrole-2-acetate

HRID 1388919
ノート
印刷プレビュー

反応式

HRID 1388919 の反応式
[Cl:1][C:2]1[CH:27]=[CH:26][C:5]([C:6]([C:8]2[N:12]([CH3:13])[C:11]([CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])=[C:10]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[C:9]=2[OH:25])=[O:7])=[CH:4][CH:3]=1.[H-].[Na+].[CH3:30]OS(OC)(=O)=O.O>CN(C)C=O>[CH2:18]([O:17][C:15](=[O:16])[CH2:14][C:11]1[N:12]([CH3:13])[C:8]([C:6](=[O:7])[C:5]2[CH:26]=[CH:27][C:2]([Cl:1])=[CH:3][CH:4]=2)=[C:9]([O:25][CH3:30])[C:10]=1[C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH3:19]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 6497Dimethyl SulfateHCID 24758Sodium hydrideHCID 135841626Ethyl 5-(p-chlorobenzoyl)-3-ethoxycarbonyl-4-hydroxy-1-methylpyrrole-2-acetate

生成物 1

HCID 20469108Ethyl 5-(p-chlorobenzoyl)-3-ethoxycarbonyl-4-methoxy-1-methylpyrrole-2-acetate収率 90.4%

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

実験手順

Ethyl 5-(p-chlorobenzoyl)-3-ethoxycarbonyl-4-hydroxy-1-methylpyrrole-2-acetate (537 mg, 1.37 mmole) is added to a suspension of 70 mg of 50% sodium hydride (1.46 mmole prewashed with hexanes) in 5 ml of dry dimethylformamide (DMF) under nitrogen. After gas ceased to evolve, 150 μl of dimethylsulfate (1.57 mmole) is added all at once. The resulting yellow-orange solution is stirred for an additional 10 minutes before it is poured into 100 ml of water to precipitate the crude product. The mixture is stirred well followed by filtration. The collected residue is washed with water and dried in vacuo to afford 505 mg of crude ethyl-5-(p-chlorobenzoyl)-3-ethoxycarbonyl-4-methoxy-1-methylpyrrole-2-acetate.

後処理

  1. customto precipitate the crude product
  2. stirringThe mixture is stirred well
  3. filtrationfollowed by filtration
  4. washThe collected residue is washed with water
  5. customdried in vacuo

出典と根拠

ORDレコード
ord-699918266bb2468eb178bb700890fd23
出典データセット
uspto-grants-1984_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04434175

反応ノート

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