反応式
[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][CH2:3][CH:2]1[CH2:11][OH:12].[CH2:13]([O:15][C:16](=[O:20])[C:17]#[C:18][CH3:19])[CH3:14].C(P(CCCC)CCCC)CCC>O1CCCC1>[CH2:13]([O:15][C:16](=[O:20])/[CH:17]=[C:18](/[O:12][CH2:11][CH:2]1[O:1][C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][CH2:3]1)\[CH3:19])[CH3:14]参加物
5
実験手順
To a stirred mixture of (2,3-dihydro-benzo[1,4]dioxin-2-yl)-methanol (1.01 g, 5.90 mmol) and ethyl-2-butynoate (820 mg, 7.08 mmol) in tetrahydrofuran (15 mL) was added tri-n-butylphosphine (0.25 g, 1.18 mmol). The mixture was stirred at room temperature for 1.5 h. Upon completion of the reaction the tetrahydrofuran was removed in vacuo. The crude product obtained was purified by ISCO flash chromatography (Teledyne Isco RediSep Flash Column 40 g; 0% to 50% ethyl acetate/hexanes) to afford (E)-3-(2,3-dihydro-benzo[1,4]dioxin-2-ylmethoxy)-but-2-enoic acid ethyl ester (660 mg, 40%) as a colorless oil: LR-ES-MS m/z calculated for C15H18O5 [M]+ 278, observed [M+H]+ 279.
後処理
- customwas removed in vacuo
- customThe crude product obtained
- customwas purified by ISCO flash chromatography (Teledyne Isco RediSep Flash Column 40 g; 0% to 50% ethyl acetate/hexanes)
出典と根拠
- ORDレコード
- ord-424f5c5691384160a9ed055e17cf6b2b
- 出典データセット
- uspto-grants-2010_06
- 特許番号
- US07741327B2
関連ノート
読み込み中…