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Acetoacetic Acid → HCID 22923935、化合物

HRID 1380091
ノート
印刷プレビュー

反応式

HRID 1380091 の反応式
[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]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

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

生成物 1

HCID 22923935HCID 22923935、化合物収率 88.9%

試薬・触媒・溶媒 1

HCID 6386tert-Butanol溶媒

反応条件

温度
25 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-68a33aa177554789b2087c554f837934
出典データセット
uspto-grants-1986_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04579859

反応ノート

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