Methanol → Methyl 5-nitrobenzofuran-2-carboxylate

HRID 490012Notes

Reaction equation

HRID 490012 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[O:11][C:10]([C:12]([OH:14])=[O:13])=[CH:9][C:8]=2[CH:15]=1)([O-:3])=[O:2].[CH3:16]O>C(Cl)(Cl)Cl>[CH3:16][O:13][C:12]([C:10]1[O:11][C:7]2[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:15][C:8]=2[CH:9]=1)=[O:14]

Participants

4

Reactant 2

HCID 887MethanolHCID 14771285-Nitrobenzofuran-2-carboxylic acid

Product 1

HCID 12148807Methyl 5-nitrobenzofuran-2-carboxylate

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

5-Nitrobenzofuran-2-carboxylic acid (10 g) was dissolved in methanol (200 mL) and chloroform (100 mL), and the mixture was cooled to 0° C. Under stirring conditions was bubbled HCl gas until the solution was saturated. The reaction mixture was stirred at room temperature overnight, and white solid was formed. The precipitate was collected by filtration to afford 9.5 g of the title compound.

Workup

  1. customUnder stirring conditions was bubbled HCl gas until the solution
  2. customwhite solid was formed
  3. filtrationThe precipitate was collected by filtration

Sources & evidence

ORD record
ord-4e0db7f2979742d1b3925677ce0e3cfc
Source dataset
uspto-grants-2005_12
Patent number
US06979692B2

Reaction notes

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