3,4-dihydro-2H-pyran → 2-But-3-enoxyoxane

HRID 1582515

反応式

HRID 1582515 の反応式
P(Cl)(Cl)(Cl)=O.[CH2:6]([OH:10])[C:7]#[C:8][CH3:9].[O:11]1[CH:16]=[CH:15][CH2:14][CH2:13][CH2:12]1>C(Cl)Cl>[CH2:6]([O:10][CH:12]1[CH2:13][CH2:14][CH2:15][CH2:16][O:11]1)[CH2:7][CH:8]=[CH2:9]

参加物

5

反応物 3

HCID 80803,4-dihydro-2H-pyranHCID 129912-Butyn-1-olHCID 24813Phosphorus oxychloride

生成物 1

HCID 3199452-But-3-enoxyoxane

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of phosphoryl chloride (0.5 ml in 10 ml of DCM) was added with care to a solution of but-2-yn-1-ol (8.75 g, 125 mmol) and dihydropyran (10.50 g, 125 mmol) in DCM (80 ml). The reaction mixture was stirred at room temperature for 16 h, washed with sodium hydrogen carbonate solution (3 times), dried (MgSO4) and the solvent removed in vacuo to yield a colorless oil. The crude product was purified by column chromatography [silica gel, euted with hexane/ethyl acetate (4:1), Rf: 0.36] to yield a colorless oil.

後処理

  1. washwashed with sodium hydrogen carbonate solution (3 times)
  2. dry with materialdried (MgSO4)
  3. customthe solvent removed in vacuo
  4. customto yield a colorless oil
  5. customThe crude product was purified by column chromatography [silica gel, euted with hexane/ethyl acetate (4:1), Rf: 0.36]
  6. customto yield a colorless oil

出典と根拠

ORDレコード
ord-1813885332774ff78541c40e688d6bc8
出典データセット
uspto-grants-2004_05
特許番号
US06737124B2

関連ノート

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