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

HRID 74571

반응식

HRID 74571 반응식
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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-68e5f506e7274640bd5fd8e1e106861a
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08829006B2

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