Potassium Carbonate → 2-Ethynyl-5-fluoropyridine

HRID 402385노트

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HRID 402385 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 447549262-Ethynyl-5-fluoropyridine수율 92.7%

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

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]+.

후처리

  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

출처 및 근거

ORD 기록
ord-69f06fc6badf468098d511f27e2b9daf
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08742097B2

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