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Trifluoroacetic anhydride → HCID 178458882, 화합물

HRID 1084670
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HRID 1084670 반응식
[C:1]([C:5]1[C:6](=[O:20])[CH2:7][CH:8]([C:12]2[CH:17]=[CH:16][C:15]([S:18]C)=[CH:14][CH:13]=2)[CH2:9][C:10]=1[OH:11])(=[O:4])[CH2:2][CH3:3].FC(F)(F)C(OC(=O)C(F)(F)F)=O>>[C:1]([C:5]1[C:6](=[O:20])[CH2:7][CH:8]([C:12]2[CH:13]=[CH:14][C:15]([SH:18])=[CH:16][CH:17]=2)[CH2:9][C:10]=1[OH:11])(=[O:4])[CH2:2][CH3:3]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 2

HCID 9845Trifluoroacetic anhydrideHCID 178458883HCID 178458883, 화합물

생성물 1

HCID 178458882HCID 178458882, 화합물

실험 절차

To 5 g (0.0163 mol) of 2-propionyl-3-hydroxy-5-(4-methylthiophenyl)cyclohex-2-en-1-one in a flask cooled to in an ice-water bath was added 25 mL (0.177 mol) of trifluoroacetic anhydride dropwise over 5 minutes. The ice-water bath was removed and the solution stirred at ambient temperature for 3 hours. The solvent was removed in vacuo and the oil remaining was dissolved in 82 mL of 1N NaOH and the solution stirred at ambient temperature overnight. The mixture was diluted with 1200 mL of water, filtered and the filtrate acidified with 5 mL of concentrated HCl with the product precipitating as an oily solid. The product was dissolved in 150 mL of methylene chloride and the solution washed twice with 150 mL portions of water and dried over Na2SO4. Removal of the solvent in vacuo gave the above named product in a yield of 4.0 g (88.7 percent of theoretical).

후처리

  1. customThe ice-water bath was removed
  • customThe solvent was removed in vacuo
  • dissolutionthe oil remaining was dissolved in 82 mL of 1N NaOH
  • stirringthe solution stirred at ambient temperature overnight
  • additionThe mixture was diluted with 1200 mL of water
  • filtrationfiltered
  • customprecipitating as an oily solid
  • dissolutionThe product was dissolved in 150 mL of methylene chloride
  • washthe solution washed twice with 150 mL portions of water
  • dry with materialdried over Na2SO4
  • customRemoval of the solvent in vacuo
  • customgave the
  • 출처 및 근거

    ORD 기록
    ord-12e281ae363940fa98feafeb8d3ca8fa
    출처 데이터셋
    uspto-grants-1991_04
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US05006159

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