Isopropanol → Ethyl 5-(4,5-dimethoxy-2-nitrobenzoyl)-2-(1-isopropoxycarbonyloxy-2-methylpropyl)-2H-1,2,3-triazole-4-carboxylate

HRID 1293565ノート

反応式

HRID 1293565 の反応式
[CH3:1][O:2][C:3]1[C:20]([O:21][CH3:22])=[CH:19][C:6]([C:7]([C:9]2[NH:13][N:12]=[N:11][C:10]=2[C:14]([O:16][CH2:17][CH3:18])=[O:15])=[O:8])=[C:5]([N+:23]([O-:25])=[O:24])[CH:4]=1.[OH2:26].[C:27]1([CH3:37])[CH:32]=CC(S(O)(=O)=O)=C[CH:28]=1.[C:38](N1C=CN=C1)(N1C=CN=C1)=[O:39].[CH:50]([OH:53])([CH3:52])[CH3:51]>C(Cl)Cl>[CH:50]([O:53][C:38]([O:39][CH:32]([N:12]1[N:11]=[C:10]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:9]([C:7](=[O:8])[C:6]2[CH:19]=[C:20]([O:21][CH3:22])[C:3]([O:2][CH3:1])=[CH:4][C:5]=2[N+:23]([O-:25])=[O:24])=[N:13]1)[CH:27]([CH3:28])[CH3:37])=[O:26])([CH3:52])[CH3:51]

参加物

6

反応物 4

HCID 3776IsopropanolHCID 682631,1'-CarbonyldiimidazoleHCID 521998p-Toluenesulfonic acid monohydrateHCID 178470514HCID 178470514、化合物

生成物 1

HCID 22222564Ethyl 5-(4,5-dimethoxy-2-nitrobenzoyl)-2-(1-isopropoxycarbonyloxy-2-methylpropyl)-2H-1,2,3-triazole-4-carboxylate収率 367%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

Ethyl 5-(4,5-dimethoxy-2-nitrobenzoyl)-1H-1,2,3-triazole-4-carboxylate (Synthesis Example 2) (1.07 g) and p-toluenesulfonic acid monohydrate (53 mg) were suspended in methylene chloride (10 ml) under an argon atmosphere. Isobutyl aldehyde (330 mg) was added to the suspension. The mixture was stirred at room temperature for 25 min. 1,1′-carbonyldiimidazole (744 mg) and methylene chloride (5.0 ml) were added thereto, and the mixture was stirred at room temperature for 25 min. Isopropyl alcohol (920 mg) was added thereto, and the mixture was stirred at room temperature for 3 hr and then refluxed for 21 hr. The mixture was post-treated by a conventional method and subjected to separation and purification to give ethyl 2-(1-isopropoxycarbonyloxy-2-methylpropyl)-5-(4,5-dimethoxy-2-nitrobenzoyl)-2H-1,2,3-triazole-4-carboxylate as a light yellow foam (520 mg, 34%).

後処理

  1. stirringthe mixture was stirred at room temperature for 25 min
  2. stirringthe mixture was stirred at room temperature for 3 hr
  3. temperaturerefluxed for 21 hr
  4. additionThe mixture was post-treated by a conventional method
  5. customsubjected to separation and purification

出典と根拠

ORDレコード
ord-f2c480e94cac41829d87ae62c7906611
出典データセット
uspto-grants-2007_07
特許番号
US07238812B2

反応ノート

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