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

HRID 69086

反応式

HRID 69086 の反応式
[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]

参加物

8

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 10421208Zinc bromide触媒HCID 962Water溶媒HCID 6344Dichloromethane溶媒

実験手順

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%).

後処理

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

出典と根拠

ORDレコード
ord-75a3a1029acb46478cf275d50c0806ed
出典データセット
uspto-grants-2014_09
特許番号
US08822486B2

関連ノート

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