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Acetic Acid → Diethyl 2-ethyl-4-[2-(4-chlorobutoxy)-5-nitrophenyl]-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate

HRID 4660
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HRID 4660 반응식
[Cl:1][CH2:2][CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][C:8]=1[CH:9]=O.[C:18]([CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])(=O)[CH2:19][CH3:20].[NH:28]1CCC[CH2:30][CH2:29]1.[C:34]([OH:37])(=[O:36])[CH3:35].[CH:38]1C=CC=C[CH:39]=1>>[CH2:19]([C:18]1[NH:28][C:29]([CH3:30])=[C:35]([C:34]([O:37][CH2:38][CH3:39])=[O:36])[CH:9]([C:8]2[CH:11]=[C:12]([N+:15]([O-:17])=[O:16])[CH:13]=[CH:14][C:7]=2[O:6][CH2:5][CH2:4][CH2:3][CH2:2][Cl:1])[C:22]=1[C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH3:20]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 5

HCID 176Acetic AcidHCID 241BenzeneHCID 8082PiperidineHCID 78656Ethyl 3-oxovalerateHCID 198462802-(4-Chlorobutoxy)-5-nitrobenzaldehyde

생성물 1

HCID 14050494Diethyl 2-ethyl-4-[2-(4-chlorobutoxy)-5-nitrophenyl]-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate

실험 절차

In 106 ml of dry benzene were dissolved 13.0 g of 2-(4-chlorobutoxy)-5-nitrobenzaldehyde, 7.28 g of ethyl propionylacetate, 0.20 ml of piperidine and 0.62 ml of acetic acid, and the solution was refluxed for 9 hours while removing water using a Dean-Stark trap. After cooling the reaction solution, 6.52 g of ethyl 3-aminocrotonate was added to the solution, and the mixture was refluxed under heating for 11 hours. After cooling the mixture, precipitated crude crystals were collected by filtration, and recrystallized from methanol to give 13.13 g of diethyl 2-ethyl-4-[2-(4-chlorobutoxy)-5-nitrophenyl]-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate.

후처리

  1. temperaturethe solution was refluxed for 9 hours
  2. customwhile removing water using a Dean-Stark trap
  3. temperatureAfter cooling the reaction solution, 6.52 g of ethyl 3-aminocrotonate
  4. additionwas added to the solution
  5. temperaturethe mixture was refluxed
  6. temperatureunder heating for 11 hours
  7. temperatureAfter cooling the mixture
  8. customprecipitated crude crystals
  9. filtrationwere collected by filtration
  10. customrecrystallized from methanol

출처 및 근거

ORD 기록
ord-f9daf0c7d744415583c393b130452832
출처 데이터셋
uspto-grants-1988_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04727082

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