Sodium hydride → HCID 18623221、化合物

HRID 278898ノート

反応式

HRID 278898 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

HCID 18623221HCID 18623221、化合物収率 38%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-7790f7cfd57f4ee985782e63fff7c55a
出典データセット
uspto-grants-2002_03
特許番号
US06362182B1

反応ノート

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