Ethyl 7-amino-4-oxo-4H-chromene-2-carboxylate → Ethyl 7-Amino-2-chromancarboxylate

HRID 49459ノート

反応式

HRID 49459 の反応式
[NH2:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=O)[CH:7]=[C:8]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[O:9]2)=[CH:4][CH:3]=1>C(O)C.Cl.[Pd]>[NH2:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH2:7][CH:8]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[O:9]2)=[CH:4][CH:3]=1

参加物

5

反応物 1

HCID 10728325Ethyl 7-amino-4-oxo-4H-chromene-2-carboxylate

生成物 1

HCID 10632774Ethyl 7-Amino-2-chromancarboxylate収率 89%

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 313Hydrochloric Acid溶媒HCID 702Ethanol溶媒

実験手順

A solution of ethyl 7-amino-4-oxo-4H-chromene-2-carboxylate (1.00 g, 4.3 mmol) in ethanol and concentrated HCl (5 mL) is hydrogenated over 10% Pd/C (0.5 g) at 50 psi for 72 h at ambient temperature. The reaction mixture is filtered and the filtrate is concentrated in vacuo. The resultant residue is dissolved in ethyl acetate and washed with saturated aqueous NaHCO3. The organic phase is dried over MgSO4, and concentrated in vacuo to afford the title compound as an amber oil, 0.85 g (89% yield), identified by NMR and mass spectral analyses.

後処理

  1. filtrationThe reaction mixture is filtered
  2. concentrationthe filtrate is concentrated in vacuo
  3. dissolutionThe resultant residue is dissolved in ethyl acetate
  4. washwashed with saturated aqueous NaHCO3
  5. dry with materialThe organic phase is dried over MgSO4
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-e2da5b6fc92c4373bfb43f28abe30963
出典データセット
uspto-grants-2004_03
特許番号
US06706757B2

反応ノート

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