Sodium Carbonate → Methyl 2-bromo-6-fluorobenzoate

HRID 1190926노트

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HRID 1190926 반응식
[Br:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([F:11])[C:3]=1[C:4]([OH:6])=[O:5].[C:12](=O)([O-])[O-].[Na+].[Na+]>CO.S(=O)(=O)(O)O>[Br:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([F:11])[C:3]=1[C:4]([O:6][CH3:12])=[O:5]

참가 물질

5

반응물 2

HCID 10340Sodium CarbonateHCID 3026212-Bromo-6-fluorobenzoic acid

생성물 1

HCID 12192163Methyl 2-bromo-6-fluorobenzoate수율 85%

시약·촉매·용매 2

HCID 887Methanol용매HCID 1118Sulfuric Acid용매

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온도
80 °C

실험 절차

2-Bromo-6-fluorobenzoic acid (1, 12.50 g, 57 mmol) was dissolved in a mixture of methanol (60 mL) and conc. sulfuric acid (65 mL). The solution was heated to 80° C. and stirred for 12 h. The reaction mixture was cooled and 20% sodium carbonate solution (500 mL) was added slowly to reach pH=8. The mixture was extracted with dichloromethane (3×180 mL), and the combined organic layers were dried over magnesium sulfate and evaporated. The title compound (11.29 g, 48.5 mmol, 85%) was obtained as a brown oil.

후처리

  1. temperatureThe reaction mixture was cooled
  2. extractionThe mixture was extracted with dichloromethane (3×180 mL)
  3. dry with materialthe combined organic layers were dried over magnesium sulfate
  4. customevaporated

출처 및 근거

ORD 기록
ord-73cb7dbecb504f58b9a5a16cbe075a2a
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08680099B2

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