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Acetone → ethyl 2-(1-isopropoxycarbonyloxy-2-methylpropyl)-5-(5-isopropoxy-4-methoxy-2-nitrobenzoyl)-2H-1,2,3-triazole-4-carboxylate

HRID 841977
ノート
印刷プレビュー

反応式

HRID 841977 の反応式
[I-].[Na+].[C:3](=[O:6])([O-])[O-].[K+].[K+].Cl[C:10]([O:12][CH:13]([CH3:15])[CH3:14])=[O:11].[CH:16]([O:19][C:20]1[C:21]([O:41][CH3:42])=[CH:22][C:23]([N+:38]([O-:40])=[O:39])=[C:24]([CH:37]=1)[C:25]([C:27]1[NH:31][N:30]=[N:29][C:28]=1[C:32]([O:34][CH2:35][CH3:36])=[O:33])=[O:26])([CH3:18])[CH3:17].[CH3:43][C:44]([CH3:46])=O>O>[CH:13]([O:12][C:10]([O:6][CH:3]([N:30]1[N:29]=[C:28]([C:32]([O:34][CH2:35][CH3:36])=[O:33])[C:27]([C:25](=[O:26])[C:24]2[CH:37]=[C:20]([O:19][CH:16]([CH3:18])[CH3:17])[C:21]([O:41][CH3:42])=[CH:22][C:23]=2[N+:38]([O-:40])=[O:39])=[N:31]1)[CH:44]([CH3:46])[CH3:43])=[O:11])([CH3:15])[CH3:14]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 180AcetoneHCID 5238Sodium IodideHCID 7917Isopropyl chloroformateHCID 11430Potassium CarbonateHCID 178470513HCID 178470513、化合物

生成物 1

HCID 22222605ethyl 2-(1-isopropoxycarbonyloxy-2-methylpropyl)-5-(5-isopropoxy-4-methoxy-2-nitrobenzoyl)-2H-1,2,3-triazole-4-carboxylate
収率 89%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Isobutyl aldehyde (2.9 ml), sodium iodide (3.18 g), potassium carbonate (11.69 g), and isopropyl chloroformate (7.2 ml) were added in that order under an argon atmosphere at room temperature to a solution of ethyl 5-(5-isopropoxy-4-methoxy-2-nitrobenzoyl)-1H-1,2,3-triazole-4-carboxylate (8.01 g), prepared in step (32a), in acetone (150 ml). The mixture was stirred at that temperature for 19.5 hr. Water was added to the reaction mixture to stop the reaction. The mixture was extracted with ethyl acetate. The organic layer was washed with 20% saline and dried over anhydrous magnesium sulfate. The solvent was evaporated. The resultant mixture was purified by column chromatography on silica gel (hexane/ethyl acetate) to give ethyl 2-(1-isopropoxycarbonyloxy-2-methylpropyl)-5-(5-isopropoxy-4-methoxy-2-nitrobenzoyl)-2H-1,2,3-triazole-4-carboxylate (10.12 g, 89%).

後処理

  1. customthe reaction
  2. extractionThe mixture was extracted with ethyl acetate
  3. washThe organic layer was washed with 20% saline
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was evaporated
  6. customThe resultant mixture was purified by column chromatography on silica gel (hexane/ethyl acetate)

出典と根拠

ORDレコード
ord-7ce9fc0540124d97a239cf99bd24d984
出典データセット
uspto-grants-2002_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06372735B1

反応ノート

読み込み中…

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