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

HRID 1013801노트

반응식

HRID 1013801 반응식
[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]

참가 물질

6

반응물 2

HCID 83682,6-DichlorotolueneHCID 24408Bromine

생성물 1

HCID 148011751-Bromo-2,4-dichloro-3-methylbenzene수율 102.2%

시약·촉매·용매 3

HCID 807Iodine촉매HCID 23925Iron촉매HCID 5943Carbon Tetrachloride용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-4958faac45c44685a907fac990163d18
출처 데이터셋
uspto-grants-2011_07
특허 번호
US07981918B2

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