Methanol → Methyl 1-benzofuran-2-carboxylate

HRID 1357178Notes

Reaction equation

HRID 1357178 reaction equation
S(Cl)(Cl)=O.[O:5]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[CH:7]=[C:6]1[C:14]([OH:16])=[O:15].[CH3:17]O>>[O:5]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[CH:7]=[C:6]1[C:14]([O:16][CH3:17])=[O:15]

Participants

4

Reactant 3

HCID 887MethanolHCID 10331Benzofuran-2-carboxylic acidHCID 24386Thionyl Chloride

Product 1

HCID 291153Methyl 1-benzofuran-2-carboxylate

Procedure

After adding thionyl chloride (3.80 ml) to a solution of 2-benzofurancarboxylic acid (2.00 g) in MeOH (60 ml) at −40° C., the mixture was stirred for 19 hours while the temperature gradually increased to room temperature. The reaction solution was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (n-hexane/AcOEt=6/1) to obtain methyl 2-benzofurancarboxylate.

Workup

  1. concentrationThe reaction solution was concentrated under reduced pressure
  2. customthe residue was purified by silica gel column chromatography (n-hexane/AcOEt=6/1)

Sources & evidence

ORD record
ord-5f4526a0eb564e81b5579c84793da54b
Source dataset
uspto-grants-2003_07
Patent number
US06589984B1

Reaction notes

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