Formic Acid → 588702-95-8

HRID 2181656Notes

Reaction equation

HRID 2181656 reaction equation
C([O:3][CH:4](OCC)[C:5]1[O:6][C:7]2[CH:13]=[C:12]([C:14]([O:16][CH3:17])=[O:15])[CH:11]=[CH:10][C:8]=2[CH:9]=1)C.C(O)=O>O>[CH:4]([C:5]1[O:6][C:7]2[CH:13]=[C:12]([C:14]([O:16][CH3:17])=[O:15])[CH:11]=[CH:10][C:8]=2[CH:9]=1)=[O:3]

Participants

4

Reactant 2

HCID 284Formic AcidHCID 22481729HCID 22481729, compound

Product 1

HCID 22481722588702-95-8Yield 94%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

Methyl 2-(diethoxymethyl)-1-benzofuran-6-carboxylate (2.71 g, 9.7 mmol) is treated drop-wise with formic acid (20 ml, 530 mmol) and water (5.5 ml). The reaction is stirred overnight at RT, diluted with water (50 ml), and the brown slurry is filtered. The cake is dried overnight to afford 1.86 g (94%) of methyl 2-formyl-1-benzofuran-6-carboxylate as an amber solid. 1H NMR (400 MHz, DMSO-d6): δ 3.91, 8.03, 8.28, 9.92 ppm.

Workup

  1. filtrationthe brown slurry is filtered
  2. customThe cake is dried overnight

Sources & evidence

ORD record
ord-4dad4694ab0d4afaaea41f686a14aabe
Source dataset
uspto-grants-2005_05
Patent number
US06894042B2

Reaction notes

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