Formic Acid → HCID 12210857, compound

HRID 1830565Notes

Reaction equation

HRID 1830565 reaction equation
[O:1]1CCO[CH:2]1[C:6]1[O:7][C:8]2[CH:16]=[CH:15][CH:14]=[CH:13][C:9]=2[C:10]=1[CH:11]=[O:12].C(O)=O>O>[O:7]1[C:8]2[CH:16]=[CH:15][CH:14]=[CH:13][C:9]=2[C:10]([CH:11]=[O:12])=[C:6]1[CH:2]=[O:1]

Participants

4

Reactant 2

HCID 284Formic Acid2×HCID 86587404HCID 86587404, compound

Product 1

HCID 12210857HCID 12210857, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent3×

Procedure

2-(1,3-Dioxolan-2-yl)-1-benzofuran-3-carbaldehyde (3.63 g, 16.6 mmol) is dissolved in formic acid (16.3 ml, 433 mmol) with water (4.1 ml). After 2 hours, additional formic acid (10 ml) and water (2.5 ml) are added to alleviate the slurry. The reaction stirred 12 h and is diluted with water (30 ml). The resulting slurry is filtered, dried in an air stream, affording 2.66 g (92%) of 1-benzofuran-2,3-dicarbaldehyde as an orange solid. MS (EI) m/z: 174 (M+).

Workup

  1. filtrationThe resulting slurry is filtered
  2. customdried in an air stream

Sources & evidence

ORD record
ord-d1c48be6db424bac9ee5540664f4211c
Source dataset
uspto-grants-2006_06
Patent number
US07067515B2

Reaction notes

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