Hydrochloric Acid → 2-Methyl-5-(2-nitro-vinyl)-thiophene

HRID 915652ノート

反応式

HRID 915652 の反応式
[CH3:1][C:2]1[S:6][C:5]([CH:7]=O)=[CH:4][CH:3]=1.[N+:9]([CH3:12])([O-:11])=[O:10].[OH-].[Na+].Cl>CO>[CH3:1][C:2]1[S:6][C:5]([CH:7]=[CH:12][N+:9]([O-:11])=[O:10])=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 6375NitromethaneHCID 14798Sodium HydroxideHCID 616635-Methyl-2-thiophenecarboxaldehyde

生成物 1

HCID 539158762-Methyl-5-(2-nitro-vinyl)-thiophene収率 72.3%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Cool a solution of 5-methylthiophene-2-carbaldehyde (1 g, 7.9 mmol, 1 eq) and nitromethane (484 mg, 7.9 mmol, 1 eq) in methanol (3 mL) to 10° C. Add sodium hydroxide (332 mg, 8.3 mmol, 1.05 eq) as an aqueous solution (1.5 mL) to the reaction mixture. Stir reaction for 15 minutes and add ice water. Add this mixture to an aqueous HCl solution (1.67 mL concentrated HCl in 2.4 mL water) and stir overnight. Extract product with ethyl acetate, separate organics, dry with magnesium sulfate, and concentrate on rotovap to give 2-methyl-5-(2-nitrovinyl)thiophene (966 mg, 72% yield) as a crude solid.

後処理

  1. customreaction for 15 minutes
  2. stirringstir overnight
  3. customExtract product with ethyl acetate, separate organics
  4. dry with materialdry with magnesium sulfate
  5. concentrationconcentrate on rotovap

出典と根拠

ORDレコード
ord-2519491042e44491b856565344cf2126
出典データセット
uspto-grants-2007_09
特許番号
US07265246B2

反応ノート

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