3-Methyl-2-butanol → 4-Chloro-6-(1,2-dimethylpropyloxy)pyrimidine

HRID 1354150ノート

反応式

HRID 1354150 の反応式
[H-].[Na+].[CH3:3][CH:4]([CH3:8])[CH:5]([OH:7])[CH3:6].[Cl:9][C:10]1[CH:15]=[C:14](Cl)[N:13]=[CH:12][N:11]=1.[Cl-].[NH4+]>O1CCCC1>[Cl:9][C:10]1[CH:15]=[C:14]([O:7][CH:5]([CH3:6])[CH:4]([CH3:8])[CH3:3])[N:13]=[CH:12][N:11]=1

参加物

6

反応物 4

HCID 117323-Methyl-2-butanolHCID 24758Sodium hydrideHCID 25517Ammonium ChlorideHCID 709434,6-Dichloropyrimidine

生成物 1

HCID 179791144-Chloro-6-(1,2-dimethylpropyloxy)pyrimidine

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

In 4 ml of tetrahydrofuran was suspended 0.10 g of sodium hydride (60% in oil), to which 0.5 ml of a solution containing 0.18 g of 3-methyl-2-butanol was added dropwise at 0° C., followed by stirring for 10 minutes. To this was added dropwise 0.5 ml of tetrahydrofuran containing 0.3 g of 4,6-dichloropyrimidine dissolved therein, followed by stirring at the same temperature for 4 hours. The reaction mixture was then poured into a saturated aqueous ammonium chloride solution, which was extracted three times with t-butyl methyl ether. The combined organic layers were washed with a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and then concentrated. The residue was subjected to silica gel column chromatography to give 0.35 g of 4-chloro-6-(1,2-dimethylpropyloxy)pyrimidine.

後処理

  1. additionwas added dropwise at 0° C.
  2. dissolutiondissolved
  3. stirringby stirring at the same temperature for 4 hours
  4. extractionwas extracted three times with t-butyl methyl ether
  5. washThe combined organic layers were washed with a saturated aqueous sodium chloride solution
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-5c8bd7ee5be54f26b6b4dcbfaa399401
出典データセット
uspto-grants-2007_05
特許番号
US07223769B2

反応ノート

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