2-Butyn-1-ol → 4,5-Dichloro-6-(2-butynyloxy)pyrimidine

HRID 1592280

反応式

HRID 1592280 の反応式
[H-].[Na+].[CH2:3]([OH:7])[C:4]#[C:5][CH3:6].[Cl:8][C:9]1[C:14]([Cl:15])=[C:13](Cl)[N:12]=[CH:11][N:10]=1.[Cl-].[NH4+]>O1CCCC1>[Cl:8][C:9]1[C:14]([Cl:15])=[C:13]([O:7][CH2:3][C:4]#[C:5][CH3:6])[N:12]=[CH:11][N:10]=1

参加物

6

反応物 4

HCID 129912-Butyn-1-olHCID 24758Sodium hydrideHCID 25517Ammonium ChlorideHCID 2490074,5,6-Trichloropyrimidine

生成物 1

HCID 225997514,5-Dichloro-6-(2-butynyloxy)pyrimidine収率 94.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒3 回

実験手順

In 18 ml of tetrahydrofuran was suspended 0.56 g of sodium hydride (60% in oil), to which 2 ml of a tetrahydrofuran solution containing 0.8 g of 2-butyn-1-ol was slowly added dropwise with stirring at room temperature. The mixture was stirred at room temperature for 20 minutes and then cooled to 0° C., to which 3 ml of a tetrahydrofuran solution containing 2 g of 4,5,6-trichloropyrimidine was slowly added dropwise, followed by further stirring at 0° C. for 2 hours. The reaction mixture was then poured into a saturated aqueous ammonium chloride solution and extracted three times with ethyl acetate. The organic layers were combined, washed with brine, dried over anhydrous magnesium sulfate, and then concentrated. The residue was subjected to silica gel column chromatography to give 2.23 g of 4,5-dichloro-6-(2-butynyloxy)pyrimidine.

後処理

  1. additionwas slowly added dropwise
  2. stirringThe mixture was stirred at room temperature for 20 minutes
  3. additionwas slowly added dropwise
  4. stirringby further stirring at 0° C. for 2 hours
  5. extractionextracted three times with ethyl acetate
  6. washwashed with brine
  7. dry with materialdried over anhydrous magnesium sulfate
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-2afed7933abe4b85ba9ed24a30cc6180
出典データセット
uspto-grants-2007_11
特許番号
US07291730B2

関連ノート

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