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m-Tolylacetic acid → 2-(3-(Bromomethyl)phenyl)acetic acid

HRID 990908
ノート
印刷プレビュー

反応式

HRID 990908 の反応式
[CH3:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]([OH:11])=[O:10])[CH:5]=[CH:6][CH:7]=1.[Br:12]N1C(=O)CCC1=O>ClC(Cl)(Cl)Cl.N(C(C)(C)C#N)=NC(C)(C)C#N>[Br:12][CH2:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]([OH:11])=[O:10])[CH:5]=[CH:6][CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 12121m-Tolylacetic acidHCID 67184N-bromobutanimide

生成物 1

HCID 103765092-(3-(Bromomethyl)phenyl)acetic acid収率 31%

試薬・触媒・溶媒 2

HCID 6547Azobisisobutyronitrile触媒HCID 5943Carbon Tetrachloride溶媒

実験手順

To a solution of 3-methylphenylacetic acid (125 g) in tetrachloro methane (1660 ml), N-bromosuccinimide (148 g) and 2,2′-azobisisobutyronitrile (AIBN; 1.37 g) were added. The mixture was refluxed with heating. After termination of reaction, the solution was cooled with ice. The white precipitate was filtered by glass-filter. The filtrate was washed by tetrachloro methane. The filtrate together with washing liquid was concentrated. The obtained residue was dissolved into ethyl acetate. Thereto, hexane was added. The mixture was crystallized to obtain the title compound (59 g).

このページの内容参加物実験手順後処理出典と根拠反応ノート

後処理

  1. temperatureThe mixture was refluxed
  2. temperaturewith heating
  3. customAfter termination of reaction
  4. temperaturethe solution was cooled with ice
  5. filtrationThe white precipitate was filtered
  6. filtrationby glass-filter
  7. washThe filtrate was washed by tetrachloro methane
  8. washThe filtrate together with washing liquid
  9. concentrationwas concentrated
  10. dissolutionThe obtained residue was dissolved into ethyl acetate
  11. additionThereto, hexane was added
  12. customThe mixture was crystallized

出典と根拠

ORDレコード
ord-48e55850629f48fba4cc1d5c56cfd73b
出典データセット
uspto-grants-2002_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06462081B1

反応ノート

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