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Acetoacetic Acid → HCID 22923935, 화합물

HRID 1380091
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HRID 1380091 반응식
[Cl:1][C:2]1[C:9]([Cl:10])=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=O.[C:11]([OH:17])(=[O:16])[CH2:12][C:13]([CH3:15])=O.[NH2:18]/[C:19](/[CH3:27])=[CH:20]\[C:21]([O:23][CH:24]([CH3:26])[CH3:25])=[O:22]>C(O)(C)(C)C>[Cl:1][C:2]1[C:9]([Cl:10])=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]1[C:20]([C:21]([O:23][CH:24]([CH3:26])[CH3:25])=[O:22])=[C:19]([CH3:27])[NH:18][C:13]([CH3:15])=[C:12]1[C:11]([OH:17])=[O:16]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 96Acetoacetic AcidHCID 357452,3-DichlorobenzaldehydeHCID 111372742-Butenoic acid, 3-amino-, 1-methylethyl ester

생성물 1

HCID 22923935HCID 22923935, 화합물수율 88.9%

시약·촉매·용매 1

HCID 6386tert-Butanol용매

반응 조건

온도
25 °C

실험 절차

A solution of 2,3-dichlorobenzaldehyde (0.70 g), 3-nitrooxy-2,2-bis(nitrooxymethyl)propyl ester of acetoacetic acid (1.42 g) and isopropyl 3-aminocrotonate (0.57 g) in tert-butyl alcohol (3 ml) was refluxed for 5.5 hours. The resulting mixture was cooled to 25° C., and then concentrated under reduced pressure. The residue obtained was subjected to column chromatography on silica gel (60 g) and eluted with chloroform. The fractions containing the desired compound were collected and evaporated under reduced pressure to give white powders. The powders were recrystallized from a mixture of diethyl ether and diisopropyl ether to give white crystals of 3-nitrooxy-2,2-bis(nitrooxymethyl)propyl ester of 4-(2,3-dichlorophenyl)-5-isopropoxycarbonyl-2,6-dimethyl-1,4-dihydropyridine-3-carboxylic acid (1.36 g), mp 155° to 156.5° C.

후처리

  1. concentrationconcentrated under reduced pressure
  2. customThe residue obtained
  3. washeluted with chloroform
  4. additionThe fractions containing the desired compound
  5. customwere collected
  6. customevaporated under reduced pressure
  7. customto give white powders
  8. customThe powders were recrystallized from a mixture of diethyl ether and diisopropyl ether

출처 및 근거

ORD 기록
ord-68a33aa177554789b2087c554f837934
출처 데이터셋
uspto-grants-1986_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04579859

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