Sodium hydride → HCID 53482062, 화합물

HRID 260707

반응식

HRID 260707 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 53482062HCID 53482062, 화합물수율 51.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

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 ).

후처리

  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.)

출처 및 근거

ORD 기록
ord-f4c0909046dc4f19bd7e05b9176bdb8d
출처 데이터셋
uspto-grants-1996_06
특허 번호
US05530011

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