2-[3-(Hydroxymethyl)phenyl]ethan-1-ol → 3-(2-Hydroxyethyl)benzaldehyde

HRID 1689240Notes

Reaction equation

HRID 1689240 reaction equation
[OH:1][CH2:2][C:3]1[CH:4]=[C:5]([CH2:9][CH2:10][OH:11])[CH:6]=[CH:7][CH:8]=1>C(Cl)Cl.[O-2].[O-2].[Mn+4]>[OH:11][CH2:10][CH2:9][C:5]1[CH:4]=[C:3]([CH:8]=[CH:7][CH:6]=1)[CH:2]=[O:1]

Participants

4

Reactant 1

HCID 579891802-[3-(Hydroxymethyl)phenyl]ethan-1-ol

Product 1

HCID 184247323-(2-Hydroxyethyl)benzaldehyde

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

Manganese (IV) dioxide (2.0 g) was added to a stirred solution of 2-(3-(hydroxymethyl)phenyl)ethanol (example 20, step a) (0.50 g) in DCM (10 mL) at room temperature. After 6 h, the reaction mixture was filtered through Celite eluting with DCM. The solution was evaporated in vacuo to give the subtitled compound as a gum. Used directly. Yield 0.46 g.

Workup

  1. filtrationthe reaction mixture was filtered through Celite
  2. washeluting with DCM
  3. customThe solution was evaporated in vacuo

Sources & evidence

ORD record
ord-b622e763ded94269b3aefdf4a5f3d3ce
Source dataset
uspto-grants-2012_04
Patent number
US08148373B2

Reaction notes

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