Dichloromethane → 1-Bromo-3-chloro-4-(methylthio)benzene

HRID 732759노트

반응식

HRID 732759 반응식
[CH3:1][S:2][C:3]1C=[CH:7][CH:6]=[CH:5][C:4]=1CCl.[Br:11]Br.Cl[CH2:14][Cl:15].S([O-])([O-])(=O)=S.[Na+].[Na+]>[Fe].C(OCC)(=O)C.O>[Br:11][C:6]1[CH:5]=[CH:4][C:3]([S:2][CH3:1])=[C:14]([Cl:15])[CH:7]=1

참가 물질

8

반응물 4

HCID 6344DichloromethaneHCID 24408BromineHCID 24477Sodium ThiosulfateHCID 124145821-(Chloromethyl)-2-(methylsulfanyl)benzene

생성물 1

HCID 573461311-Bromo-3-chloro-4-(methylthio)benzene수율 87%

시약·촉매·용매 3

HCID 23925Iron촉매HCID 962Water용매HCID 8857Ethyl Acetate용매

실험 절차

Combine 1-methylsulfanyl-2-chloromethyl-benzene (3.7 g, 23 mmol), iron (130 mg, 2.3 mmol), bromine (1.2 mL, 238 mmol), and dichloromethane (150 mL). Stir for 2 hours. Add water (10 mL), aqueous saturated sodium thiosulfate (100 mL) and ethyl acetate (100 mL). Separate the organic layer and wash with brine, dry with MgSO4, filter and concentrate in vacuo. Chromatograph the residue on a SiO2 column eluting with hexane to give 4.8 g of 4-bromo-2-chloro-1-methylsulfanyl-benzene (87%).

후처리

  1. customSeparate the organic layer
  2. washwash with brine
  3. dry with materialdry with MgSO4
  4. filtrationfilter
  5. concentrationconcentrate in vacuo
  6. washChromatograph the residue on a SiO2 column eluting with hexane

출처 및 근거

ORD 기록
ord-07a768f86f474fc091c5edc8eaba2dde
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07585977B2

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