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Morpholine → 5-Hydroxy-2-(morpholinomethyl)-4H-pyran-4-one

HRID 2108873
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HRID 2108873 반응식
Br[CH2:2][C:3]1[O:4][CH:5]=[C:6]([OH:10])[C:7](=[O:9])[CH:8]=1.[NH:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1>C(#N)C>[OH:10][C:6]1[C:7](=[O:9])[CH:8]=[C:3]([CH2:2][N:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)[O:4][CH:5]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 8083MorpholineHCID 10976603KOJIC ACID, 2-BROMOMETHYL ANALOG

생성물 1

HCID 33182525-Hydroxy-2-(morpholinomethyl)-4H-pyran-4-one수율 93.1%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
80 °C

실험 절차

2-(Bromomethyl)-5-hydroxy-4H-pyran-4-one 21 (5.0 g, 24.4 mmol), morpholine (4.3 mL, 48.8 mmol) and acetonitrile (120 mL) were charged in a 250 ml round-bottomed flask equipped with a magnetic stirrer. The reaction mixture was stirred for 3 h at 80° C. Acetonitrile was evaporated and the residu was extracted with EtOAc (400 mL). The organic layer was washed with water (20 mL), brine (2×20 mL), dried over MgSO4, filtered and evaporated to dryness. Diethyl ether (25 mL) was added and the product was precipitated and filtered to give after drying 5-hydroxy-2-(morpholinomethyl)-4H-pyran-4-one 22 (4.8 g, 72% yield) as a white solid.

후처리

  1. customequipped with a magnetic stirrer
  2. customAcetonitrile was evaporated
  3. extractionthe residu was extracted with EtOAc (400 mL)
  4. washThe organic layer was washed with water (20 mL), brine (2×20 mL)
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. customevaporated to dryness
  8. additionDiethyl ether (25 mL) was added
  9. customthe product was precipitated
  10. filtrationfiltered
  11. customto give

출처 및 근거

ORD 기록
ord-756e52f0aa7c4aa68f50ec2817f6305d
출처 데이터셋
uspto-grants-2009_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07514432B2

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