Water → HCID 14820516、化合物

HRID 1088830ノート

反応式

HRID 1088830 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH2:7][CH:6]([NH:11][S:12]([C:15]1[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=1)(=[O:14])=[O:13])[CH2:5]2.C(=O)([O-])O.[Na+].Br[CH2:28][C:29]([O:31][CH3:32])=[O:30].O>CN(C)P(=O)(N(C)C)N(C)C>[Cl:21][C:18]1[CH:19]=[CH:20][C:15]([S:12]([NH:11][CH:6]2[CH2:5][C:4]3[C:8](=[CH:9][CH:10]=[C:2]([NH:1][CH2:28][C:29]([O:31][CH3:32])=[O:30])[CH:3]=3)[CH2:7]2)(=[O:14])=[O:13])=[CH:16][CH:17]=1

参加物

6

反応物 4

HCID 962WaterHCID 60984Methyl bromoacetateHCID 516892Sodium BicarbonateHCID 14820515HCID 14820515、化合物

生成物 1

HCID 14820516HCID 14820516、化合物収率 77%

試薬・触媒・溶媒 1

HCID 12679Hexamethylphosphoramide溶媒

実験手順

Into a solution of 0.5 g of 5-amino-2-(4-chlorophenyl)sulfonylaminoindan in 5 ml of hexamethylphosphoric triamide are added 0.2 g of sodium hydrogen carbonate and 0.25 g of methyl bromoacetate at 5 to 10° C., and the mixture is stirred at the same temperature for 4 hours. Water is added to the reaction mixture, followed by extraction with ethyl acetate. The extract is washed, dried and the solvent is evaporated. The residue is purified by separation through silica gel column chromatography (eluant: chloroform : ethyl acetate=7 : 3), and further recrystallized from ethyl acetate-n-hexane mixture to give 0.47 g of methyl N-[2-(4-chlorophenyl)sulfonylaminoindan-5-yl]glycinate.

後処理

  1. extractionfollowed by extraction with ethyl acetate
  2. washThe extract is washed
  3. customdried
  4. customthe solvent is evaporated
  5. customThe residue is purified by separation through silica gel column chromatography (eluant: chloroform : ethyl acetate=7 : 3)
  6. customfurther recrystallized from ethyl acetate-n-hexane mixture

出典と根拠

ORDレコード
ord-1527583dc1524b90a427baeccfd6e80e
出典データセット
uspto-grants-1990_10
特許番号
US04963587

反応ノート

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