Tetrahydrofuran → HCID 18920430、化合物

HRID 1599503ノート

反応式

HRID 1599503 の反応式
[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[O:7][CH2:8][CH:9]=[O:10].[Cl-].[NH4+].O1CC[CH2:15][CH2:14]1>>[OH:10][CH:9]([CH2:8][O:7][CH:2]1[CH2:3][CH2:4][CH2:5][CH2:6][O:1]1)[C:14]#[CH:15]

参加物

4

反応物 3

HCID 8028TetrahydrofuranHCID 25517Ammonium ChlorideHCID 109756032-[(Tetrahydro-2H-pyran-2-yl)oxy]acetaldehyde

生成物 1

HCID 18920430HCID 18920430、化合物収率 76%

実験手順

Acetylene gas was bubbled into tetrahydrofuran (30 ml) for 30 minutes. Ethyl magnesium bromide (25 ml) was added. 2-(Tetrahydro-2-pyranyloxy)-acetaldehyde (5.0 g, 0.035 mole) in tetrahydrofuran (25 ml) was then added. The reaction mixture was warmed to room temperature and stirred overnight. Saturated ammonium chloride aqueous solution (30 ml) was added to quench the unreacted acetylide and extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate, concentrated and separated by silica gel chromatography eluted with n-hexane/ethyl acetate (5:2) to give colorless oil (4.5 g, 76%).

後処理

  1. customAcetylene gas was bubbled into tetrahydrofuran (30 ml) for 30 minutes
  2. additionEthyl magnesium bromide (25 ml) was added
  3. customto quench the unreacted acetylide
  4. extractionextracted with ethyl acetate
  5. dry with materialThe extract was dried over anhydrous magnesium sulfate
  6. concentrationconcentrated
  7. customseparated by silica gel chromatography
  8. washeluted with n-hexane/ethyl acetate (5:2)

出典と根拠

ORDレコード
ord-3de9c6374ce849b8a82e20e371322038
出典データセット
uspto-grants-1998_04
特許番号
US05741811

反応ノート

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