P-Toluic Acid → 4-(Bromomethyl)benzoic acid

HRID 1421

반응식

HRID 1421 반응식
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([OH:10])=[O:9])=[CH:4][CH:3]=1.[Br:11]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>[Br:11][CH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([OH:10])=[O:9])=[CH:4][CH:3]=1

참가 물질

5

반응물 2

HCID 7470P-Toluic AcidHCID 67184N-bromobutanimide

생성물 1

HCID 225994-(Bromomethyl)benzoic acid수율 65.3%

시약·촉매·용매 2

HCID 7187Benzoyl Peroxide촉매HCID 5943Carbon Tetrachloride용매

실험 절차

39.7 g (287 mmol) of p-toluylic acid, 51.2 g (287 mmol) of N-bromosuccinimide and 2.8 g (11.5 mmol) of dibenzoyl peroxide were suspended in 350 ml of carbon tetrachloride. Then, the resultant mixture was heated with vigorously stirring to perform a reaction under reflux for 2 hours. After completion of the reaction, the reaction mixture was cooled in ice bath. The deposited crystalline product was collected by filtration, which was then washed with hexane and water, followed by drying. The resultant crystalline product was recrystallized from ethanol to obtain 40.3 g of 4-bromomethylbenzoic acid as a white needle crystal (isolated yield: 65%).

후처리

  1. customa reaction
  2. temperatureunder reflux for 2 hours
  3. customAfter completion of the reaction
  4. temperaturethe reaction mixture was cooled in ice bath
  5. filtrationThe deposited crystalline product was collected by filtration, which
  6. washwas then washed with hexane and water
  7. customby drying
  8. customThe resultant crystalline product was recrystallized from ethanol
  9. customto obtain

출처 및 근거

ORD 기록
ord-cac03ebf9c0047c583eb8f2217093891
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05725798

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