Morpholine → 4-Morpholineacetic acid
反応式
Br[CH2:2][C:3]([O:5]C(C)(C)C)=[O:4].[NH:10]1[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1>O1CCCC1>[O:13]1[CH2:14][CH2:15][N:10]([CH2:2][C:3]([OH:5])=[O:4])[CH2:11][CH2:12]1参加物
4
実験手順
Dissolve t-butyl bromoacetate (leq) in tetrahydrofuran and add morpholine (2.2 eq) via syringe. Stir the reaction mixture at room temperature for 2 hours, filter and wash the filter cake with ethyl ace tare. Combine the organic filtrates and wash with saturated sodium bicarbonate (2×), water (2×) and brine. Dry (Na2SO4), filter and evaporate the solvent in vacuo. Take up the oily residue in ethyl acetate, cool in ice and bubble hydrogen chloride gas into the solution. Stir at room temperature overnight, cool and filter to give morpholinoacetic acid (85%); mp 169°-170° C.; 1H NMR (D2O) δ3.75-4.29 (br m, 6), 3.59 (br s, 2), 3.28 (br s, 2).
後処理
- filtrationfilter
- washwash the filter cake with ethyl ace tare
- washwash with saturated sodium bicarbonate (2×), water (2×) and brine
- dry with materialDry (Na2SO4)
- filtrationfilter
- customevaporate the solvent in vacuo
- temperaturecool in ice
- custombubble hydrogen chloride gas into the solution
- stirringStir at room temperature overnight
- temperaturecool
- filtrationfilter
出典と根拠
- ORDレコード
- ord-74699f098ef346148787f0d4580594ae
- 出典データセット
- uspto-grants-1995_06
- 特許番号
- US05424425
反応ノート
読み込み中…