Phosphorus oxychloride → 4-Chloro-5-methyl-6-(1-methylethyl)pyrimidine

HRID 241003ノート

反応式

HRID 241003 の反応式
[CH:1]([C:4]1[N:9]=[CH:8][N:7]=[C:6](O)[C:5]=1[CH3:11])([CH3:3])[CH3:2].P(Cl)(Cl)([Cl:14])=O>>[Cl:14][C:6]1[C:5]([CH3:11])=[C:4]([CH:1]([CH3:3])[CH3:2])[N:9]=[CH:8][N:7]=1

参加物

3

反応物 2

HCID 24813Phosphorus oxychlorideHCID 178431782HCID 178431782、化合物

生成物 1

HCID 583334224-Chloro-5-methyl-6-(1-methylethyl)pyrimidine収率 11%

反応条件

温度
70 °C

実験手順

To 6-isopropyl-5-methylpyrimidin-4-ol (0.25 g, 1.6 mmol) was added neat phosphorous oxychloride (5 mL) and the mixture stirred at 70° C. for 3 h. After cooling to room temperature the solution was concentrated, diluted with water then neutralized by portionwise addition of saturated sodium carbonate solution. The aqueous mixture was extracted with ethyl acetate and the organic solution washed with brine then dried over anhydrous sodium sulfate. Filtration and concentration provided 4-chloro-6-isopropyl-5-methylpyrimidine (30 mg, 11% yield) as a brown oil that was used without further purification. MS (EI) for C8H11ClN2: 170 (MH+).

後処理

  1. temperatureAfter cooling to room temperature the solution
  2. concentrationwas concentrated
  3. additiondiluted with water
  4. additionthen neutralized by portionwise addition of saturated sodium carbonate solution
  5. extractionThe aqueous mixture was extracted with ethyl acetate
  6. washthe organic solution washed with brine
  7. dry with materialthen dried over anhydrous sodium sulfate
  8. filtrationFiltration and concentration

出典と根拠

ORDレコード
ord-53cb32f2356f43268d46889e27b342df
出典データセット
uspto-grants-2014_02
特許番号
US08648066B2

反応ノート

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