Sodium hydride → HCID 53482062、化合物

HRID 260707

反応式

HRID 260707 の反応式
[F:1][C:2]1[CH:3]=[C:4]([OH:9])[CH:5]=[CH:6][C:7]=1[F:8].[H-].[Na+].CC1C=CC(S(O[CH2:23][C@@H:24]2[CH2:26][O:25]2)(=O)=O)=CC=1>CN(C)C=O>[F:1][C:2]1[CH:3]=[C:4]([CH:5]=[CH:6][C:7]=1[F:8])[O:9][CH2:23][C@@H:24]1[CH2:26][O:25]1

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 759273,4-DifluorophenolHCID 153296Oxiranemethanol, 4-methylbenzenesulfonate, (S)-

生成物 1

HCID 53482062HCID 53482062、化合物収率 51.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

To a stirred and cooled (ice-bath) mixture of 13.0 g of 3,4-difluorophenol and 200 ml of N,N-dimethylformamide, there were added 4.8 g of a dispersion of sodium hydride in mineral oil (50%) and, after stirring for 1 hour, a solution of 22.8 g of (S)-(oxiranylmethyl) 4-methylbenzenesulfonate (ester) in some N,N-dimethylformamide. Stirring at room temperature was continued overnight. The reaction mixture was poured into ice-water and the product was extracted with methylbenzene. The extract was washed with NaCl (dil.) and water and was then dried, filtered and evaporated. The residue was distilled (13.3 Pa, 55° C.), yielding 9.5 g (51.0%) of (S)-[(3,4-difluorophenoxy)methyl]oxirane (interm. 1 ).

後処理

  1. temperaturecooled
  2. stirringafter stirring for 1 hour
  3. stirringStirring at room temperature
  4. extractionthe product was extracted with methylbenzene
  5. washThe extract was washed with NaCl (dil.) and water
  6. customwas then dried
  7. filtrationfiltered
  8. customevaporated
  9. distillationThe residue was distilled (13.3 Pa, 55° C.)

出典と根拠

ORDレコード
ord-f4c0909046dc4f19bd7e05b9176bdb8d
出典データセット
uspto-grants-1996_06
特許番号
US05530011

関連ノート

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