Ethyl Acetate → 4-Formyl-5-nitro-2-phenoxypyridine

HRID 491865ノート

反応式

HRID 491865 の反応式
CN(C)C=[CH:4][C:5]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][N:8]=[C:7]([O:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:6]=1.I([O-])(=O)(=O)=[O:23].[Na+].CCOC(C)=O>C1COCC1.O>[N+:11]([C:10]1[C:5]([CH:4]=[O:23])=[CH:6][C:7]([O:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[N:8][CH:9]=1)([O-:13])=[O:12]

参加物

6

反応物 3

HCID 8857Ethyl AcetateHCID 23667635Sodium periodateHCID 86616325Dimethyl-[2-(5-nitro-2-phenoxy-pyridin-4-yl)-vinyl]-amine

生成物 1

HCID 576783284-Formyl-5-nitro-2-phenoxypyridine

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of dimethyl-[2-(5-nitro-2-phenoxy-pyridin-4-yl)-vinyl]-amine (0.2 g, 0.7 mmol) in THF (2 mL) and water (2 mL) was added sodium periodate (0.46 g, 2.1 mmol). The reaction mixture was stirred for 30 min, treated with EtOAc and the solids filtered. The filtrate was washed with sat NaHCO3, dried (Na2SO4), and concentrated to yield 5-nitro-2-phenoxy-pyridine-4-carbaldehyde, the title compound, as a bright yellow solid.

後処理

  1. filtrationthe solids filtered
  2. washThe filtrate was washed with sat NaHCO3
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-f0525406590643b490cf3b5057861afd
出典データセット
uspto-grants-2009_05
特許番号
US07531545B2

反応ノート

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