Tetrabutylammonium Fluoride → 2,6,7-Trioxabicyclo(2.2.2)octane, 4-ethyl-1-(4-ethynylphenyl)-

HRID 1089137ノート

反応式

HRID 1089137 の反応式
[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[CH2:19]([C:21]12[CH2:28][O:27][C:24]([C:29]3[CH:34]=[CH:33][C:32]([C:35]#[C:36][Si](C)(C)C)=[CH:31][CH:30]=3)([O:25][CH2:26]1)[O:23][CH2:22]2)[CH3:20]>O1CCCC1>[CH2:19]([C:21]12[CH2:26][O:25][C:24]([C:29]3[CH:30]=[CH:31][C:32]([C:35]#[CH:36])=[CH:33][CH:34]=3)([O:23][CH2:22]1)[O:27][CH2:28]2)[CH3:20]

参加物

4

反応物 2

HCID 2724141Tetrabutylammonium FluorideHCID 15021947HCID 15021947、化合物

生成物 1

HCID 30656912,6,7-Trioxabicyclo(2.2.2)octane, 4-ethyl-1-(4-ethynylphenyl)-収率 98.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Tetrabutyl ammonium fluoride solution (3.3 ml,1M in tetrahydroforan) was added to a stirred solution of 4-ethyl-1-[4-(2-trimethylsilylethynyl)phenyl]-2,6,7-trioxabicyclo[2,2,2]octane (0.87 gms) in tetrahydrofuran (15 ml). The mixture was stirred for 30 minutes at room temperature when the solvent was removed under vacuum. The residue was taken up in ether and washed with water and brine. The ethereal solution was dried over anhydrous magnesium sulphate and evaporated in vacuo. Recrystallisation from hexane gave 4-ethyl-1-(4-ethynylphenyl)-2,6,7-trioxabicyclo[2,2,2]octane as an off-white solid (0.66 gms).

後処理

  1. customwas removed under vacuum
  2. washwashed with water and brine
  3. dry with materialThe ethereal solution was dried over anhydrous magnesium sulphate
  4. customevaporated in vacuo
  5. customRecrystallisation from hexane

出典と根拠

ORDレコード
ord-b563c366b60747fab8ef93df22bc4ace
出典データセット
uspto-grants-1990_10
特許番号
US04965257

反応ノート

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