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

HRID 915652노트

반응식

HRID 915652 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2519491042e44491b856565344cf2126
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07265246B2

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