Water → 6-nitro-2,2-dimethyl-3-(trifluoroacetamido)methyl-4-(2-oxo-1,2-dihydropyridin-1-yl)-2H-1-benzopyran

HRID 2399331ノート

反応式

HRID 2399331 の反応式
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[O:12][C:11]([CH3:14])([CH3:13])[C:10](O)([CH2:15][NH:16][C:17](=[O:22])[C:18]([F:21])([F:20])[F:19])[CH:9]([N:24]3[CH:29]=[CH:28][CH:27]=[CH:26][C:25]3=[O:30])[C:8]=2[CH:31]=1)([O-:3])=[O:2].[H-].[Na+].O.C(OCC)(=O)C>O1CCCC1>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[O:12][C:11]([CH3:13])([CH3:14])[C:10]([CH2:15][NH:16][C:17](=[O:22])[C:18]([F:21])([F:19])[F:20])=[C:9]([N:24]3[CH:29]=[CH:28][CH:27]=[CH:26][C:25]3=[O:30])[C:8]=2[CH:31]=1)([O-:3])=[O:2]

参加物

6

反応物 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 24758Sodium hydrideHCID 193871146-nitro-2,2-dimethyl-3-(trifluoroacetamido)methyl-3,4-dihydro-3-hydroxy-4-(2-oxo-1,2-dihydropyridin-1-yl)-2H-1-benzopyran

生成物 1

HCID 193871336-nitro-2,2-dimethyl-3-(trifluoroacetamido)methyl-4-(2-oxo-1,2-dihydropyridin-1-yl)-2H-1-benzopyran収率 27.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 6-nitro-2,2-dimethyl-3-hydroxy-3,4-dihydro-3-(trifluoroacetamido)methyl-4-(2-oxo-1,2-dihydropyridin-1-yl)-2H-1-benzopyran (0.5 g, 1.13 mmol) in tetrahydrofuran (20 ml) containing sodium hydride (80%, 0.034 g, 1.13 mol) was refluxed for one hour. Water and ethyl acetate were added to the cooled solution and the organic phase was separated and evaporated under reduced pressure. The residue was chromatographed on silica gel, eluting with dichloromethane/acetone (95/5), to give 0.13 g of 6-nitro-2,2-dimethyl-3-(trifluoroacetamido)methyl-4-(2-oxo-1,2-dihydropyridin-1-yl)-2H-1-benzopyran, m.p. 189° C.

後処理

  1. temperaturewas refluxed for one hour
  2. customthe organic phase was separated
  3. customevaporated under reduced pressure
  4. customThe residue was chromatographed on silica gel
  5. washeluting with dichloromethane/acetone (95/5)

出典と根拠

ORDレコード
ord-523755b69ab0494aa62934a5bd6838cf
出典データセット
uspto-grants-1995_09
特許番号
US05447943

反応ノート

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