Morpholine → 4-Morpholineacetic acid

HRID 21687

반응식

HRID 21687 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]1

참가 물질

4

반응물 2

HCID 8083MorpholineHCID 79177tert-Butyl bromoacetate

생성물 1

HCID 4389684-Morpholineacetic acid수율 85%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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 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).

후처리

  1. filtrationfilter
  2. washwash the filter cake with ethyl ace tare
  3. washwash with saturated sodium bicarbonate (2×), water (2×) and brine
  4. dry with materialDry (Na2SO4)
  5. filtrationfilter
  6. customevaporate the solvent in vacuo
  7. temperaturecool in ice
  8. custombubble hydrogen chloride gas into the solution
  9. stirringStir at room temperature overnight
  10. temperaturecool
  11. filtrationfilter

출처 및 근거

ORD 기록
ord-74699f098ef346148787f0d4580594ae
출처 데이터셋
uspto-grants-1995_06
특허 번호
US05424425

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