Citric Acid → 3-bromo-4-(bromomethyl)benzoic Acid

HRID 1873467

反応式

HRID 1873467 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[CH3:11])[C:5]([OH:7])=[O:6].[Br:12]N1C(=O)CCC1=O.N(C(C)(C)C#N)=NC(C)(C)C#N.C(O)(=O)CC(CC(O)=O)(C(O)=O)O>C(Cl)(Cl)(Cl)Cl>[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[CH2:11][Br:12])[C:5]([OH:7])=[O:6]

参加物

6

反応物 4

HCID 311Citric AcidHCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 821303-Bromo-4-methylbenzoic acid

生成物 1

HCID 116163143-bromo-4-(bromomethyl)benzoic Acid収率 43.9%

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

実験手順

3-Bromo-4-methylbenzoic acid (10 g), N-bromosuccinimide (8.7 g) and 2,2′-azobisisobutyronitrile (0.4 g) were suspended in carbon tetrachloride (50 ml) and then heated to reflux for 2 hours. The mixture was returned to room temperature and added a 15% aqueous solution of citric acid (20 ml), and stirred for some time. Resulting crystals were filtered and washed with the 15% aqueous solution of citric acid (20 ml), and then dried, to obtain 3-bromo-4-(bromomethyl)benzoic acid (6 g).

後処理

  1. temperatureheated
  2. temperatureto reflux for 2 hours
  3. customwas returned to room temperature
  4. customResulting crystals
  5. filtrationwere filtered
  6. washwashed with the 15% aqueous solution of citric acid (20 ml)
  7. customdried

出典と根拠

ORDレコード
ord-4f415148a749447e94cd2cc20e55e462
出典データセット
uspto-grants-2012_11
特許番号
US08304371B2

関連ノート

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