Phenyl glycidyl ether → Diethyl 4-[2-[4-(2-hydroxy-3-phenoxypropylamino)butoxy]-5-nitrophenyl]-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

HRID 4664

반응식

HRID 4664 반응식
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-:15])=[O:14])=[CH:9][C:8]=1[CH:16]1[C:21]([C:22]([O:24][CH2:25][CH3:26])=[O:23])=[C:20]([CH3:27])[NH:19][C:18]([CH3:28])=[C:17]1[C:29]([O:31][CH2:32][CH3:33])=[O:30].[C:34]1([O:40][CH2:41][CH:42]2[O:44][CH2:43]2)[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1>CO>[OH:44][CH:42]([CH2:41][O:40][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)[CH2:43][NH:1][CH2:2][CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-:15])=[O:14])=[CH:9][C:8]=1[CH:16]1[C:21]([C:22]([O:24][CH2:25][CH3:26])=[O:23])=[C:20]([CH3:27])[NH:19][C:18]([CH3:28])=[C:17]1[C:29]([O:31][CH2:32][CH3:33])=[O:30]

참가 물질

4

반응물 2

HCID 31217Phenyl glycidyl etherHCID 20151528Diethyl 4-[2-(4-aminobutoxy)-5-nitrophenyl]-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

생성물 1

HCID 14050446Diethyl 4-[2-[4-(2-hydroxy-3-phenoxypropylamino)butoxy]-5-nitrophenyl]-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate수율 31.9%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

In 500 ml of methanol were dissolved 5.2 g of diethyl 4-[2-(4-aminobutoxy)-5-nitrophenyl]-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate and 1.7 g of glycidyl phenyl ether, and the solution thus formed was refluxed under heating for 16 hours. The solvent was distilled off under reduced pressure. The residue was subjected to silica gel column chromatography, and the product was eluted with chlroform-methanol (95:5 v/v). Crude crystals were recrystallized from ethanol to give 2.2 g of diethyl 4-[2-[4-(2-hydroxy-3-phenoxypropylamino)butoxy]-5-nitrophenyl]-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate.

후처리

  1. customthe solution thus formed
  2. temperaturewas refluxed
  3. temperatureunder heating for 16 hours
  4. distillationThe solvent was distilled off under reduced pressure
  5. washthe product was eluted with chlroform-methanol (95:5 v/v)
  6. customCrude crystals were recrystallized from ethanol

출처 및 근거

ORD 기록
ord-f7d6b5a0a92348dbad2bb63286d5a2ea
출처 데이터셋
uspto-grants-1988_02
특허 번호
US04727082

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