Ethanol → Ethyl 3-bromo-4-fluorobenzoate

HRID 401789노트

반응식

HRID 401789 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[F:11])[C:5]([OH:7])=[O:6].S(Cl)(Cl)=O.[CH3:16][CH2:17]O>C(OCC)(=O)C>[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[F:11])[C:5]([O:7][CH2:16][CH3:17])=[O:6]

참가 물질

5

반응물 3

HCID 702EthanolHCID 24386Thionyl ChlorideHCID 705093-Bromo-4-fluorobenzoic acid

생성물 1

HCID 24770261Ethyl 3-bromo-4-fluorobenzoate수율 90.3%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

To a solution of compound 3-bromo-4-fluoro-benzoic acid (430 g, 1.97 mol, 1 eq) in EtOH (2.3 L) was added dropwise thionyl chloride (287 mL, 3.94 mol, 2 eq) at 10° C. Then the mixture was heated to reflux overnight. The mixture was concentrated in vacuum to give a residue. The residue was dissolved in ethyl acetate (800 mL), washed with aqueous sodium hydrogen carbonate, brine (300 mL) and water (200 mL), then concentrated in vacuo to give title compound as a white solid (440 g, 1.78 mol, 90.3%).

후처리

  1. temperatureThen the mixture was heated
  2. temperatureto reflux overnight
  3. concentrationThe mixture was concentrated in vacuum
  4. customto give a residue
  5. washwashed with aqueous sodium hydrogen carbonate, brine (300 mL) and water (200 mL)
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-37187ffc81f7461590429120a506fa00
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08741934B2

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