2,6-Dichlorotoluene → 1-Bromo-2,4-dichloro-3-methylbenzene

HRID 1013801ノート

反応式

HRID 1013801 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[CH3:9].[Br:10]Br>C(Cl)(Cl)(Cl)Cl.[Fe].II>[Br:10][C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[C:3]([CH3:9])[C:4]=1[Cl:8]

参加物

6

反応物 2

HCID 83682,6-DichlorotolueneHCID 24408Bromine

生成物 1

HCID 148011751-Bromo-2,4-dichloro-3-methylbenzene収率 102.2%

試薬・触媒・溶媒 3

HCID 807Iodine触媒HCID 23925Iron触媒HCID 5943Carbon Tetrachloride溶媒

実験手順

Treat a mixture of 2,6-dichlorotoluene (50.0 g, 0.31 mol), iodine (0.10 g, 0.39 mmol), and 325 mesh iron powder (0.70 g, 12.5 mmol) in CCl4 (60 mL) dropwise with bromine (52.8 g, 0.33 mol) over 20 minutes and is stir for 3 hours at room temperature. Pour the mixture into ice water and extract with 1,2-dichloroethane. Wash the organic layer with saturated sodium bisulfite and dry using Na2SO4. Remove the solvent in vacuo to afford 76.01 g (100%) 1-bromo-2,4-dichloro-3-methyl-benzene.

後処理

  1. additionTreat
  2. extractionextract with 1,2-dichloroethane
  3. washWash the organic layer with saturated sodium bisulfite
  4. customdry
  5. customRemove the solvent in vacuo

出典と根拠

ORDレコード
ord-4958faac45c44685a907fac990163d18
出典データセット
uspto-grants-2011_07
特許番号
US07981918B2

反応ノート

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