Hydrogen Bromide → Methyl 5-(bromomethyl)-4-methylthiophene-2-carboxylate

HRID 69086

반응식

HRID 69086 반응식
[CH3:1][C:2]1[CH:3]=[C:4]([C:7]([O:9][CH3:10])=[O:8])[S:5][CH:6]=1.[BrH:11].OS(O)(=O)=O.[CH2:17]=O>ClCCl.O.[Zn+2].[Br-].[Br-]>[Br:11][CH2:17][C:6]1[S:5][C:4]([C:7]([O:9][CH3:10])=[O:8])=[CH:3][C:2]=1[CH3:1]

참가 물질

8

반응물 4

HCID 260Hydrogen BromideHCID 712FormaldehydeHCID 1118Sulfuric AcidHCID 2777593Methyl 4-methylthiophene-2-carboxylate

생성물 1

HCID 67235212Methyl 5-(bromomethyl)-4-methylthiophene-2-carboxylate

시약·촉매·용매 3

HCID 10421208Zinc bromide촉매HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

To a solution of methyl 4-methylthiophene-2-carboxylate (2.7 g, 6.4 mmol) in dichloromethane (20 mL) is added 48% aq. HBr (12 mL), H2SO4 (6 mL), ZnBr2 (5.4 g), and HCHO (2.2 mL, 37%) at 0-5° C. The mixture is stirred at room temperature for 16 hours. The solution is diluted with water, extracted with dichloromethane, washed with NaHCO3 solution, saturated brine solution, water, dried over sodium sulfate, and concentrated to give the title compound as an off white solid (3.5 g, 81%).

후처리

  1. extractionextracted with dichloromethane
  2. washwashed with NaHCO3 solution, saturated brine solution, water
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-75a3a1029acb46478cf275d50c0806ed
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822486B2

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