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

HRID 2270110Notes

Reaction equation

HRID 2270110 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>[CH3:14][O:13][C:9]1[C:4]2[O:5][C:6]([CH:7]=[O:8])=[CH:1][C:3]=2[CH:12]=[CH:11][CH:10]=1

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-c9561b7001094ac38f46d61d8431d021
Source dataset
uspto-grants-2001_12
Patent number
US06331556B2

Reaction notes

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