Water → Methyl 2-(bromomethyl)-3-fluorobenzoate

HRID 2301126노트

반응식

HRID 2301126 반응식
[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([F:10])[C:5]=1[CH3:11].[Br:13]N1C(=O)CCC1=O.N(C(C)(C)C#N)=NC(C)(C)C#N.O>C(Cl)(Cl)(Cl)Cl.C(Cl)(Cl)Cl>[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([F:10])[C:5]=1[CH2:11][Br:13]

참가 물질

7

반응물 4

HCID 962WaterHCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 21752566Methyl 3-fluoro-2-methylbenzoate

생성물 1

HCID 19788116Methyl 2-(bromomethyl)-3-fluorobenzoate

시약·촉매·용매 2

HCID 5943Carbon Tetrachloride용매HCID 6212Chloroform용매

실험 절차

3-Fluoro-2-methyl-benzoic acid methyl ester (4.3 g, 26 mmol), N-bromosuccinimide (5.0 g, 28 mmol) and AIBN (2,2′-azobisisobutyronitril) (420 mg, 2.6 mmol) were stirred at 80° C. for 10 hours in carbon tetrachloride (45 ml). The reaction solution was mixed with water and chloroform, washed with saturated sodium bicarbonate aqueous solution and saturated brine and then dried with anhydrous magnesium sulfate. The solvent was removed by evaporation from the extract under a reduced pressure, and the thus obtained material was separated and purified by a silica gel column chromatography to obtain 5.1 g (21 mmol, 81% in yield) of the title compound.

후처리

  1. washwashed with saturated sodium bicarbonate aqueous solution and saturated brine
  2. dry with materialdried with anhydrous magnesium sulfate
  3. customThe solvent was removed by evaporation from the
  4. extractionextract under a reduced pressure
  5. customthe thus obtained material was separated
  6. custompurified by a silica gel column chromatography
  7. customto obtain

출처 및 근거

ORD 기록
ord-acb67e1114d24c75a6db98c93fadaee7
출처 데이터셋
uspto-grants-2002_12
특허 번호
US06498251B1

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