Methyl 3-aminocrotonate → Methyl 2,6-dimethyl-4-(3-nitrophenyl)-5-(2-oxo-1,3,2-dioxaphosphorinan-2-yl)-1,4-dihydropyridine-3-carboxylate

HRID 1087642노트

반응식

HRID 1087642 반응식
[N+:1]([C:4]1[CH:5]=[C:6]([CH:19]=[CH:20][CH:21]=1)[CH:7]=[C:8]([P:12]1(=[O:18])[O:17][CH2:16][CH2:15][CH2:14][O:13]1)[C:9]([CH3:11])=O)([O-:3])=[O:2].[NH2:22]/[C:23](/[CH3:29])=[CH:24]\[C:25]([O:27][CH3:28])=[O:26]>C(O)(C)C>[CH3:29][C:23]1[NH:22][C:9]([CH3:11])=[C:8]([P:12]2(=[O:18])[O:17][CH2:16][CH2:15][CH2:14][O:13]2)[CH:7]([C:6]2[CH:19]=[CH:20][CH:21]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=2)[C:24]=1[C:25]([O:27][CH3:28])=[O:26]

참가 물질

4

반응물 2

HCID 643918Methyl 3-aminocrotonateHCID 540679512-(1-(3-Nitrobenzylidene)acetonyl)-2-oxo-1,3,2-dioxaphosphorinane

생성물 1

HCID 13604556Methyl 2,6-dimethyl-4-(3-nitrophenyl)-5-(2-oxo-1,3,2-dioxaphosphorinan-2-yl)-1,4-dihydropyridine-3-carboxylate수율 49.9%

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

Into 80 ml of isopropanol were dissolved 5.5 grams of 2-(1-(3-nitrobenzylidene)-acetonyl)-2-oxo-1,3,2-dioxaphosphorinane and 2.1 grams of methyl 3-aminocrotonate and the mixture was heated to reflux for 10 hours. After the reaction, the reaction solution was concentrated in vacuo, the residue was made crystallized by addition of ethyl acetate, and crystals separated out were collected by filtration. The crude crystals were recrystallized from ethyl acetate to give 3.6 grams of methyl 2,6-dimethyl-4-(3-nitrophenyl)-5-(2-oxo-1,3,2-dioxaphosphorinan-2-yl)-1,4-dihydropyridine-3-carboxylate, m. p. 221°-3° C.

후처리

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 10 hours
  3. customAfter the reaction
  4. concentrationthe reaction solution was concentrated in vacuo
  5. customthe residue was made crystallized by addition of ethyl acetate, and crystals
  6. customseparated out
  7. filtrationwere collected by filtration
  8. customThe crude crystals were recrystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-3cea739d2eed43b3a439a39870a2818c
출처 데이터셋
uspto-grants-1991_07
특허 번호
US05036059

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