Water → Florfenicol

HRID 507892노트

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HRID 507892 반응식
[Cl:1][CH:2]([Cl:24])[C:3]([N:5]1[C@H:9]([CH2:10][F:11])[C@@H:8]([C:12]2[CH:17]=[CH:16][C:15]([S:18]([CH3:21])(=[O:20])=[O:19])=[CH:14][CH:13]=2)[O:7]C1(C)C)=[O:4].O.C1(C)C=CC(S(O)(=O)=O)=CC=1>C(Cl)Cl>[Cl:24][CH:2]([Cl:1])[C:3]([NH:5][C@H:9]([CH2:10][F:11])[C@@H:8]([C:12]1[CH:13]=[CH:14][C:15]([S:18]([CH3:21])(=[O:20])=[O:19])=[CH:16][CH:17]=1)[OH:7])=[O:4]

참가 물질

5

반응물 3

HCID 962WaterHCID 6101p-Toluenesulfonic acidHCID 68470341HCID 68470341, 화합물

생성물 1

HCID 114811Florfenicol

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
22.5 °C

실험 절차

(4S,5R)-3-dichloroacetyl-2,2-dimethyl-4-fluoromethyl-5-[4-(methylsulfonyl)phenyl]-1,3-oxazolidine (Compound XIIIa) (60.5 g, 0.1519 moles) selectively hydrolyses in methylene chloride (300 mL) and water (100 mL) containing p-toluene sulfonic acid at 60° C. over several hours. Removal of the methylene chloride by distillation and cooling to 20-25° C. precipitates the product. Filtration, washing with water (100 mL) and toluene (100 mL) then drying yields (1R,2S)-2-dichloroacetamido-3-fluoro-1-[4-(methylsulfonyl)phenyl]-1-propanol (Florfenicol).

후처리

  1. customRemoval of the methylene chloride
  2. distillationby distillation
  3. customprecipitates the product
  4. filtrationFiltration
  5. washwashing with water (100 mL) and toluene (100 mL)
  6. customthen drying

출처 및 근거

ORD 기록
ord-99953e722d6c4099858c77f508493564
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07786329B2

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