4-Nitro-1H-indole → Methyl (4-nitro-1H-indol-3-yl)(oxo)acetate

HRID 74571

反応式

HRID 74571 の反応式
P(Cl)(Cl)(OP(Cl)(Cl)=O)=O.[N+:10]([C:13]1[CH:21]=[CH:20][CH:19]=[C:18]2[C:14]=1[CH:15]=[CH:16][NH:17]2)([O-:12])=[O:11].[O:22]=[C:23](N1CCCC1)[C:24]([O:26][CH3:27])=[O:25].C(=O)([O-])O.[Na+]>CO>[N+:10]([C:13]1[CH:21]=[CH:20][CH:19]=[C:18]2[C:14]=1[C:15]([C:23](=[O:22])[C:24]([O:26][CH3:27])=[O:25])=[CH:16][NH:17]2)([O-:12])=[O:11]

参加物

6

反応物 4

HCID 1457664-Nitro-1H-indoleHCID 516892Sodium BicarbonateHCID 4432411Diphosphoryl tetrachlorideHCID 10975749Methyl oxo-pyrrolidin-1-yl-acetate

生成物 1

HCID 10243717Methyl (4-nitro-1H-indol-3-yl)(oxo)acetate

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

9.4 mL (68 mmol) diphosphoryl chloride were slowly added dropwise to 10 g (62 mmol) 4-nitroindole and 11 g (68 mmol) methyl oxo-pyrrolidin-1-yl-acetate with stirring and while cooling with ice. The reaction mixture was heated to RT and stirred for 3 h at RT. Then first of all 10 mL MeOH were added dropwise at 0° C. and then saturated sodium hydrogen carbonate solution was added dropwise at 0° C. After repeated extraction with DCM the organic phase was dried and evaporated down to 100 mL. This residue was left to stand at RT and the precipitate formed was suction filtered, washed and dried in the air.

後処理

  1. temperaturewhile cooling with ice
  2. stirringstirred for 3 h at RT
  3. extractionextraction with DCM the organic phase
  4. customwas dried
  5. customevaporated down to 100 mL
  6. waitThis residue was left
  7. customto stand at RT
  8. customthe precipitate formed
  9. filtrationfiltered
  10. washwashed
  11. customdried in the air

出典と根拠

ORDレコード
ord-68e5f506e7274640bd5fd8e1e106861a
出典データセット
uspto-grants-2014_09
特許番号
US08829006B2

関連ノート

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