1-(7-Methoxy-benzo[1,3]dioxol-5-yl)-ethanol → Acetophenone, 5-methoxy-3,4-methylenedioxy-

HRID 497024Notes

Reaction equation

HRID 497024 reaction equation
[CH3:1][O:2][C:3]1[C:8]2[O:9][CH2:10][O:11][C:7]=2[CH:6]=[C:5]([CH:12]([OH:14])[CH3:13])[CH:4]=1>ClCCl.[O-2].[O-2].[Mn+4]>[CH3:1][O:2][C:3]1[C:8]2[O:9][CH2:10][O:11][C:7]=2[CH:6]=[C:5]([C:12](=[O:14])[CH3:13])[CH:4]=1

Participants

4

Reactant 1

HCID 223181121-(7-Methoxy-benzo[1,3]dioxol-5-yl)-ethanol

Product 1

HCID 48373Acetophenone, 5-methoxy-3,4-methylenedioxy-

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

Manganese dioxide (5 g, molar excess) was added to a solution of 2 (0.89 g, 4.5 mmol) in dichloromethane (10 mL). The resulting mixture was heated at reflux for 3 hours then filtered through Celite®. The filtrate was concentrated in vacuo to afford 3 as a tan solid.

Workup

  1. temperatureThe resulting mixture was heated
  2. temperatureat reflux for 3 hours
  3. filtrationthen filtered through Celite®
  4. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-4e74b31245e842a5a30e269e722fa707
Source dataset
uspto-grants-2005_09
Patent number
US06949544B2

Reaction notes

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