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

HRID 1421

反応式

HRID 1421 の反応式
[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

参加物

5

反応物 2

HCID 7470P-Toluic AcidHCID 67184N-bromobutanimide

生成物 1

HCID 225994-(Bromomethyl)benzoic acid収率 65.3%

試薬・触媒・溶媒 2

HCID 7187Benzoyl Peroxide触媒HCID 5943Carbon Tetrachloride溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-cac03ebf9c0047c583eb8f2217093891
出典データセット
uspto-grants-1998_03
特許番号
US05725798

関連ノート

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