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

HRID 732759ノート

反応式

HRID 732759 の反応式
[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

参加物

8

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 23925Iron触媒HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-07a768f86f474fc091c5edc8eaba2dde
出典データセット
uspto-grants-2009_09
特許番号
US07585977B2

反応ノート

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