HCID 602709, compound → HCID 22039032, compound

HRID 1016790Notes

Reaction equation

HRID 1016790 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-c50574a75bc5446180dda64a4ff316fd
Source dataset
uspto-grants-2002_11
Patent number
US06476264B2

Reaction notes

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