Potassium Carbonate → 2-Ethynyl-5-fluoropyridine

HRID 402385ノート

反応式

HRID 402385 の反応式
[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]=O)=[N:6][CH:7]=1.[C:10](=O)([O-])[O-].[K+].[K+].COP(C(=[N+]=[N-])C(=O)C)(=O)OC>CO>[C:8]([C:5]1[CH:4]=[CH:3][C:2]([F:1])=[CH:7][N:6]=1)#[CH:10]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 103516975-Fluoropyridine-2-carboxaldehydeHCID 136023029(1E)-1-diazo-1-dimethoxyphosphorylpropan-2-one

生成物 1

HCID 447549262-Ethynyl-5-fluoropyridine収率 92.7%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

To a mixture of 5-fluoro-2-formylpyridine (1.10 g, 9.0 mmol) in MeOH (38 mL) was added potassium carbonate (2.44 g, 0.018 mol) followed by a solution of (1-diazo-2-oxo-propyl)-phosphonic acid dimethyl ester (2.03 g, 11 mmol) in MeOH (12 mL). The mixture was stirred at room temperature for 90 min, then extracted with diethylether. The organic layers were then washed with sodium hydrogen carbonate solution (1 M) and brine, dried over sodium sulfate, filtered and evaporated at to give the title compound (1.01 g, 78%) as a light brown liquid. MS: m/e=121.0 [M]+.

後処理

  1. extractionextracted with diethylether
  2. washThe organic layers were then washed with sodium hydrogen carbonate solution (1 M) and brine
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. customevaporated at

出典と根拠

ORDレコード
ord-69f06fc6badf468098d511f27e2b9daf
出典データセット
uspto-grants-2014_06
特許番号
US08742097B2

反応ノート

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