(3-Ethoxy-5-isobutoxy-phenyl)-methanol → 3-Ethoxy-5-isobutoxy-benzaldehyde

HRID 1990849Notes

Reaction equation

HRID 1990849 reaction equation
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH2:15][OH:16])[CH:7]=[C:8]([O:10][CH2:11][CH:12]([CH3:14])[CH3:13])[CH:9]=1)[CH3:2]>CN(C=O)C.O=[Mn]=O>[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:7]=[C:8]([O:10][CH2:11][CH:12]([CH3:13])[CH3:14])[CH:9]=1)[CH:15]=[O:16])[CH3:2]

Participants

4

Reactant 1

HCID 68694893(3-Ethoxy-5-isobutoxy-phenyl)-methanol

Product 1

HCID 587063263-Ethoxy-5-isobutoxy-benzaldehydeYield 100.8%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of (3-ethoxy-5-isobutoxy-phenyl)-methanol (0.28 g, 1.25 mmol, 1.0 equiv) in DMF (20 mL) was added activated MnO2 (1.09 g, 12.48 mmol, 10.0 equiv). The reaction mixture was heated to 60° C. for 2 h, filtered through Hyflo Super Cel and concentrated by evaporation under reduced pressure yielding 0.28 g (99% yield) of the title compound. MS (ISP): 223.0 [M+H]+.

Workup

  1. filtrationfiltered through Hyflo Super Cel
  2. concentrationconcentrated by evaporation under reduced pressure

Sources & evidence

ORD record
ord-b4013a8a1e584b3f9476883d7a452734
Source dataset
uspto-grants-2010_01
Patent number
US07645753B2

Reaction notes

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