Morpholine → 4-Morpholineacetic acid
반응식
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]1참가 물질
4
실험 절차
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 acetate. 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).
후처리
- filtrationfilter
- washwash the filter cake with ethyl acetate
- 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
출처 및 근거
- ORD 기록
- ord-41122aec198441e299be45521007238b
- 출처 데이터셋
- uspto-grants-1997_04
- 특허 번호
- US05624921
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