Sodium hydride → HCID 18623221, 화합물

HRID 278898노트

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HRID 278898 반응식
[H-].[Na+].Cl[CH2:4][C:5]([NH:7][CH:8]([C:11]1[CH:16]=[CH:15][C:14]([F:17])=[C:13]([F:18])[CH:12]=1)[CH2:9][OH:10])=[O:6]>C1COCC1>[F:18][C:13]1[CH:12]=[C:11]([CH:8]2[NH:7][C:5](=[O:6])[CH2:4][O:10][CH2:9]2)[CH:16]=[CH:15][C:14]=1[F:17]

참가 물질

4

반응물 2

HCID 24758Sodium hydrideHCID 186232362-Chloro-N-[1-(3,4-difluorophenyl)-2-hydroxy-ethyl]-acetamide

생성물 1

HCID 18623221HCID 18623221, 화합물수율 38%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a suspension of sodium hydride (0.29 g, 11.39 mmol) in 48 mL THF was added a solution of 2-chloro-N-[1-(3,4-difluoro-phenyl)-2-hydroxy-ethyl]-acetamide (2.6 g, 10.4 mmol) in 48 mL THF dropwise via a dropping funnel at −25° C. over 20 min. After the addition was over, the cooling bath was removed and the reaction mixture was stirred at room temperature for 8 hours. TLC analysis indicated a complete disappearance of the starting material. The reaction was quenched by adding a few crystals of ice. It was extracted thoroughly with EtOAc (3×30 mL) and was washed with brine. The organic layer was separated and dried over MgSO4. The organic layer was filtered and the solvent was removed in vacuo. The residue was suspended in EtOAc and the white solid was collected via filtration which was found to be 5-(3,4-difluoro-phenyl)-morpholin-3-one (0.8 g, 38% yield).

후처리

  1. additionAfter the addition
  2. customwas removed
  3. customThe reaction was quenched
  4. additionby adding a few crystals of ice
  5. extractionIt was extracted thoroughly with EtOAc (3×30 mL)
  6. washwas washed with brine
  7. customThe organic layer was separated
  8. dry with materialdried over MgSO4
  9. filtrationThe organic layer was filtered
  10. customthe solvent was removed in vacuo
  11. filtrationthe white solid was collected via filtration which

출처 및 근거

ORD 기록
ord-7790f7cfd57f4ee985782e63fff7c55a
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06362182B1

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