Acetic Acid → HCID 14579254, 화합물

HRID 562935

반응식

HRID 562935 반응식
[F:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=[CH2:5].C(O)(=[O:12])C.BrN1C(=O)CCC1=O.C(=O)([O-])[O-].[Na+].[Na+].[OH-].[Na+]>O1CCOCC1.O>[F:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]1[CH2:5][O:12]1

참가 물질

8

반응물 5

HCID 176Acetic AcidHCID 10340Sodium CarbonateHCID 14798Sodium HydroxideHCID 67184N-bromobutanimideHCID 123056o-Fluorostyrene

생성물 1

HCID 14579254HCID 14579254, 화합물수율 94%

시약·촉매·용매 2

HCID 962Water용매HCID 312751,4-Dioxane용매

실험 절차

To a solution of o-fluorostyrene (5.0 g, 41.0 mmol) and acetic acid (2.33 mL, 40.9 mmol) in dioxane (33 ml) and H2O (78 ml) at 0° C. was added N-bromosuccinimide (8.02 g, 45.0 mol) in three portions. The reaction was allowed to warm to R.T and stirred overnight. Sodium carbonate (8.68 g, 81.9 mmol) was added in portions and then 1M NaOH (ca. 10 ml) was added and the reaction was stirred at RT overnight. The reaction mixture was partitioned between water and EtOAc, and the aqueous phase was extracted with EtOAc. The combined organic phases washed with brine, dried (Na2SO4), filtered and evaporated in vacuo to give 5.31 g (94%) of the title compound as a slightly tinted oil which was used without further purification. MS (ESI+) for C8H7FO m/z 138.1 (M+H)+.

후처리

  1. temperatureto warm to R.T
  2. stirringthe reaction was stirred at RT overnight
  3. customThe reaction mixture was partitioned between water and EtOAc
  4. extractionthe aqueous phase was extracted with EtOAc
  5. washThe combined organic phases washed with brine
  6. dry with materialdried (Na2SO4)
  7. filtrationfiltered
  8. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-702c8f22b5054d47bee13d050cd87369
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08067450B2

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