Formic Acid → 197577-33-6

HRID 2181660Notes

Reaction equation

HRID 2181660 reaction equation
C([O:3][CH:4](OCC)[C:5]1[O:6][C:7]2[CH:13]=[CH:12][C:11]([C:14]([O:16][CH3:17])=[O:15])=[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]=[CH:12][C:11]([C:14]([O:16][CH3:17])=[O:15])=[CH:10][C:8]=2[CH:9]=1)=[O:3]

Participants

4

Reactant 2

HCID 284Formic AcidHCID 22481762HCID 22481762, compound

Product 1

HCID 15324761197577-33-6Yield 99.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Methyl 2-(diethoxymethyl)-1-benzofuran-5-carboxylate (2.6 g, 8.5 mmol) is combined with formic acid (15 ml) and water (3.8 ml). The reaction is stirred 6 h at RT, the volatiles are removed in vacuo, and the residue is neutralized with 50 ml saturated NaHCO3. The mixture is extracted with CH2Cl2 (4×20 ml), the organic layer is dried (K2CO3), and is concentrated in vacuo to provide 1.72 g (99%) of methyl 2-formyl-1-benzofuran-5-carboxylate as amber flakes. HRMS (EI) calcd for C11H8O4: 204.0423, found 204.0418 (M)+.

Workup

  1. customthe volatiles are removed in vacuo
  2. extractionThe mixture is extracted with CH2Cl2 (4×20 ml)
  3. dry with materialthe organic layer is dried (K2CO3)
  4. concentrationis concentrated in vacuo

Sources & evidence

ORD record
ord-0778b8a4614347e2bb9bd96a6d8ab081
Source dataset
uspto-grants-2005_05
Patent number
US06894042B2

Reaction notes

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