HCID 602709, compound → HCID 22039032, compound

HRID 1066624Notes

Reaction equation

HRID 1066624 reaction equation
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH2:12][OH:13])[CH:7]=[C:8]([CH2:10][OH:11])[CH:9]=1)[CH3:2]>C(Cl)Cl.O=[Mn]=O>[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:7]=[C:8]([CH2:10][OH:11])[CH:9]=1)[CH:12]=[O:13])[CH3:2]

Participants

4

Reactant 1

HCID 602709HCID 602709, compound

Product 1

HCID 22039032HCID 22039032, compoundYield 48%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalyst2×HCID 6344DichloromethaneSolvent

Procedure

MnO2 (8.37 g, 96.3 mmol) was added to a solution of (3-ethoxy-5-hydroxymethyl-phenyl)-methanol (17.55 g, 96.3 mmol) in CH2Cl2 (175 ml) and the mixture was stirred for 64 h. at room temperature. Thereafter, further MnO2 (8.37 g, 96.3 mmol) was added and the mixture was stirred for 6 h. The mixture was filtered over Celite and the filtrate was concentrated. The product was purified by chromatography. There were obtained 8.32 g (48%) of 3-ethoxy-5-hydroxymethyl-benzaldehyde as a colorless oil.

Workup

  1. stirringthe mixture was stirred for 6 h
  2. filtrationThe mixture was filtered over Celite
  3. concentrationthe filtrate was concentrated
  4. customThe product was purified by chromatography

Sources & evidence

ORD record
ord-f586ea14709f44de82e4eaa09bd0251d
Source dataset
uspto-grants-2001_06
Patent number
US06242644B1

Reaction notes

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