(3-Ethoxy-4-methoxy-phenyl)-(4-methoxy-3-methyl-phenyl)-methanol → HCID 69205620, compound

HRID 2378277Notes

Reaction equation

HRID 2378277 reaction equation
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:12]([C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[C:16]([CH3:22])[CH:15]=2)[OH:13])[CH:7]=[CH:8][C:9]=1[O:10][CH3:11])[CH3:2]>C(Cl)Cl.O=[Mn]=O>[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([C:12]([C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[C:16]([CH3:22])[CH:15]=2)=[O:13])[CH:7]=[CH:8][C:9]=1[O:10][CH3:11])[CH3:2]

Participants

4

Reactant 1

HCID 69206060(3-Ethoxy-4-methoxy-phenyl)-(4-methoxy-3-methyl-phenyl)-methanol

Product 1

HCID 69205620HCID 69205620, compound

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalyst2×HCID 6344DichloromethaneSolvent

Procedure

A mixture of (3-ethoxy-4-methoxy-phenyl)-(4-methoxy-3-methyl-phenyl) -methanol from above and activated MnO2 (3 g, 35 mmol) in methylene chloride (30 mL) was stirred at room temperature for 18 h. More MnO2 (1.3 g×2) was added and kept for overnight. The suspension was filtered thru a pad of Celite. Removal of solvent gave (3-ethoxy-4-methoxy-phenyl)-(4-methoxy-3-methyl-phenyl)-methanone as a white solid (1.23 g, 68% crude yield 2 steps). The sample was used in the next step without further purification.

Workup

  1. waitkept for overnight
  2. filtrationThe suspension was filtered
  3. customRemoval of solvent

Sources & evidence

ORD record
ord-3ed25ccad09640b2b9b12677b8468b48
Source dataset
uspto-grants-2008_12
Patent number
US07470723B2

Reaction notes

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