Hydrochloric Acid → 7-Fluoro-4-hydroxy-2H-1-benzopyran-2-one

HRID 2116659노트

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HRID 2116659 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[C:4]([OH:11])[CH:3]=1.[H-].[Na+].[CH2:14]([O:16]C(=O)OCC)C.Cl>C1(C)C=CC=CC=1.CCOC(C)=O>[F:1][C:2]1[CH:3]=[C:4]2[C:5]([C:8]([OH:10])=[CH:9][C:14](=[O:16])[O:11]2)=[CH:6][CH:7]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 7766Diethyl CarbonateHCID 24758Sodium hydrideHCID 27373264'-Fluoro-2'-hydroxyacetophenone

생성물 1

HCID 546945707-Fluoro-4-hydroxy-2H-1-benzopyran-2-one

시약·촉매·용매 2

HCID 1140Toluene용매2회HCID 8857Ethyl Acetate용매

반응 조건

온도
115 °C

실험 절차

A solution of 1-(4-fluoro-2-hydroxyphenyl)ethanone (50 g, 0.33 mol) in toluene was added over 30 min to a suspension of NaH (60% oil, 65 g, 1.63 mol) in toluene. Then diethylcarbonate (59 mL, 0.49 mol) was added over 15 min and the reaction mixture was stirred at 115° C. for 6 h. The mixture was cooled to rt followed by the addition of HCl 2N and diluted with EtOAc. The organic phase was washed with brine, dried over Na2SO4 and evaporated. The residue was purified by trituration in hexane and Et2O to give the title compound.

후처리

  1. temperatureThe mixture was cooled to rt
  2. washThe organic phase was washed with brine
  3. dry with materialdried over Na2SO4
  4. customevaporated
  5. customThe residue was purified by trituration in hexane

출처 및 근거

ORD 기록
ord-0ee66c0372a048e291488d8e40fe0fca
출처 데이터셋
uspto-grants-2008_10
특허 번호
US07439260B2

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