2-(2-Formyl-6-methoxyphenoxy)acetaldehyde → 7-Methoxy-1-benzofuran-2-carbaldehyde

HRID 1108315Notes

Reaction equation

HRID 1108315 reaction equation
[CH:1]([C:3]1[CH:12]=[CH:11][CH:10]=[C:9]([O:13][CH3:14])[C:4]=1[O:5][CH2:6][CH:7]=[O:8])=O>C(O)(=O)C>[CH:7]([C:6]1[O:5][C:4]2[C:9]([O:13][CH3:14])=[CH:10][CH:11]=[CH:12][C:3]=2[CH:1]=1)=[O:8]

Participants

3

Reactant 1

HCID 184236532-(2-Formyl-6-methoxyphenoxy)acetaldehyde

Product 1

HCID 34573107-Methoxy-1-benzofuran-2-carbaldehyde

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

2-(2-Formyl-6-methoxyphenoxy)acetaldehyde, dimethyl acetal (31 g) was heated to reflux in glacial acetic acid (120 ml) overnight. The mixture was then cooled and the solvent removed in vacuo to give a red oil. Purification by Kugelrohr distillation gave the title compound (17 g) as a pale yellow oil which solidified on standing.

Workup

  1. temperatureThe mixture was then cooled
  2. customthe solvent removed in vacuo
  3. customto give a red oil
  4. customPurification
  5. distillationby Kugelrohr distillation

Sources & evidence

ORD record
ord-d710e542c55b43fb8d79734520600a6b
Source dataset
uspto-grants-2000_05
Patent number
US06066657

Reaction notes

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