Acetic Acid → HCID 14579254、化合物

HRID 562935

反応式

HRID 562935 の反応式
[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

参加物

8

反応物 5

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

生成物 1

HCID 14579254HCID 14579254、化合物収率 94%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 312751,4-Dioxane溶媒

実験手順

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)+.

後処理

  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

出典と根拠

ORDレコード
ord-702c8f22b5054d47bee13d050cd87369
出典データセット
uspto-grants-2011_11
特許番号
US08067450B2

関連ノート

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