Ethyl 3-oxo-3-(pyridin-2-yl)propanoate → HCID 178472895、化合物

HRID 389694

反応式

HRID 389694 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]([CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[O:8].[N:15]([O-])=[O:16].[Na+]>C(O)(=O)C.O>[OH:16][N:15]=[C:9]([C:7](=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=1)[C:10]([O:12][CH2:13][CH3:14])=[O:11]

参加物

5

反応物 2

HCID 2736461Ethyl 3-oxo-3-(pyridin-2-yl)propanoateHCID 23668193Sodium Nitrite

生成物 1

HCID 178472895HCID 178472895、化合物収率 61.5%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 962Water溶媒2 回

実験手順

To a stirred solution of ethyl picolinoylacetate (0.500 g, 2.6 mmol) in acetic acid (0.5 mL) was added a solution of sodium nitrite (0.238 g, 3.4 mmol) in water (0.5 mL), dropwise. The resulting solution was stirred at room temperature for 2 hours after which water (0.5 mL) was added and the reaction was stirred for a further 2 hours. The mixture was extracted with Et2O and the combined organic phase was washed with water, saturated sodium bicarbonate solution and brine, dried over MgSO4 and the solvent removed in vacuo to afford ethyl 2-(hydroxyimino)-3-oxo-3-(pyridin-2-yl)propanoate (0.353 g, 1.6 mmol, 61%) as a white solid. 1H NMR (DMSO) δ 1.17 (3H, t), 4.22 (2H, q), 7.74 (1H, m), 8.04-8.11 (2H, m), 8.74 (1H, m), 12.87 (1H, s). LCMS (2) Rt: 1.09 min; m/z (ES+) 223.

後処理

  1. additionwas added
  2. extractionThe mixture was extracted with Et2O
  3. washthe combined organic phase was washed with water, saturated sodium bicarbonate solution and brine
  4. dry with materialdried over MgSO4
  5. customthe solvent removed in vacuo

出典と根拠

ORDレコード
ord-212953683c7b4511bfefe46e56464cd5
出典データセット
uspto-grants-2013_02
特許番号
US08378095B2

関連ノート

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