反応式
[CH2:1]([Li])CCC.[CH2:6]([C:12]12[O:19][CH2:18][C:15]([CH2:20][CH2:21][CH3:22])([CH2:16][O:17]1)[CH2:14][O:13]2)[CH2:7][CH2:8][CH2:9][C:10]#[CH:11].CI>O1CCCC1>[CH2:6]([C:12]12[O:17][CH2:16][C:15]([CH2:20][CH2:21][CH3:22])([CH2:14][O:13]1)[CH2:18][O:19]2)[CH2:7][CH2:8][CH2:9][C:10]#[C:11][CH3:1]参加物
実験手順
n-Butyllithium (1.7 ml, 1.6M solution in hexane) was added dropwise to a stirred solution of 1-(hex-5-ynyl)-4-n-propyl-2,6,7-trioxabicyclo[2.2.2]octane (0.65 g) in dry tetrahydrofuran (25 ml) at 0°, under a current of nitrogen. The mixture was stirred at 0° for 15 minutes and then methyl iodide (0.18 ml) was added. The reaction mixture was stirred at 0° for 1 hour and then evaporated in vacuo. The residue was partitioned between diethyl ether and water. The ethereal extracts were dried over anhydrous magnesium sulphate and the solvent was removed in vacuo. The residue was purified by chromatography on alumina, eluting with 1:10 dichloromethane: hexane, saturated with ammonia. 1-(Hept-5-ynyl)-4-n-propyl-2,6,7trioxabicyclo[2.2.2]octane was obtained as a colourless crystalline solid (0.23 g) {contained 15% of 1-(hex-5-ynyl)-4-n-propyl-2,6,7-trioxabicyclo[2.2.2]octane).
後処理
- stirringThe reaction mixture was stirred at 0° for 1 hour
- customevaporated in vacuo
- customThe residue was partitioned between diethyl ether and water
- dry with materialThe ethereal extracts were dried over anhydrous magnesium sulphate
- customthe solvent was removed in vacuo
- customThe residue was purified by chromatography on alumina
- washeluting with 1:10 dichloromethane
出典と根拠
- ORDレコード
- ord-c3e3f27bbce44d61bc0964f231df264a
- 出典データセット
- uspto-grants-1995_11
- 特許番号
- US05466710
関連ノート
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