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Morpholine → HCID 14978394, 화합물

HRID 1654188
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HRID 1654188 반응식
[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[O:7][C@@H:8]([CH3:12])[C:9]([OH:11])=O.[NH:13]1[CH2:18][CH2:17][O:16][CH2:15][CH2:14]1>O1CCCC1>[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[O:7][C@@H:8]([CH3:12])[C:9]([N:13]1[CH2:18][CH2:17][O:16][CH2:15][CH2:14]1)=[O:11]
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참가 물질

4

반응물 2

HCID 8083MorpholineHCID 15827855HCID 15827855, 화합물

생성물 1

HCID 14978394HCID 14978394, 화합물수율 42.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To (2S)-2-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)propionic acid (29.5 g) was added anhydrous tetrahydrofuran (250 ml). To the mixture was added, with stirring at room temperature, 1,1-carbonyldiimidazole (33.1 g), taking 10 minutes. The mixture was stirred for 30 minutes at room temperature and cooled with ice, to which was added dropwise morpholine (34.8 g) during 15 minutes. The resultant mixture was stirred for 15 minutes on an ice bath, then the reaction mixture was concentrated under reduced pressure. The concentrate was dissolved in dichloromethane (300 ml), which was washed with a saturated aqueous sodium chloride solution (50 ml) and dried over anhydrous magnesium sulfate, followed by distilling off the solvent. The residue was purified by means of a silica gel chromatography (eluent:hexane:ethyl acetate=1:4) to afford N-[(2S)-2-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)propionyl]morpholine (17.5 g).

후처리

  1. additionTo the mixture was added
  2. stirringThe mixture was stirred for 30 minutes at room temperature
  3. temperaturecooled with ice, to which
  4. concentrationthe reaction mixture was concentrated under reduced pressure
  5. dissolutionThe concentrate was dissolved in dichloromethane (300 ml)
  6. washwhich was washed with a saturated aqueous sodium chloride solution (50 ml)
  7. dry with materialdried over anhydrous magnesium sulfate
  8. distillationby distilling off the solvent
  9. customThe residue was purified by means of a silica gel chromatography (eluent:hexane:ethyl acetate=1:4)

출처 및 근거

ORD 기록
ord-d466d62d94a6424b86f8ae01828275b4
출처 데이터셋
uspto-grants-1995_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05405861

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