HCID 15747197, compound → bis(4-methylsulfanylphenyl)methanone

HRID 896707Notes

Reaction equation

HRID 896707 reaction equation
[CH3:1][S:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]([C:11]2[CH:16]=[CH:15][C:14]([S:17][CH3:18])=[CH:13][CH:12]=2)[OH:10])=[CH:5][CH:4]=1>C(Cl)Cl.O=[Mn]=O>[CH3:18][S:17][C:14]1[CH:13]=[CH:12][C:11]([C:9]([C:6]2[CH:7]=[CH:8][C:3]([S:2][CH3:1])=[CH:4][CH:5]=2)=[O:10])=[CH:16][CH:15]=1

Participants

4

Reactant 1

HCID 15747197HCID 15747197, compound

Product 1

HCID 291368bis(4-methylsulfanylphenyl)methanone

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6344DichloromethaneSolvent

Procedure

A solution of bis-(4-methylsulfanyl-phenyl)-methanol from Step 1 (1.0 g, 3.6 mmol) and MnO2 (3 g, 35 mmol) in CH2Cl2 (30 mL) was stirred at 21° C. for 18 h. The resulting mixture was filtered through a pad of celite and concentrated. Purification by flash chromatography (eluting with hexane/ethyl acetate, 85:15) provided the bis-(4-methylsulfanyl-phenyl)-methanone compound.

Workup

  1. filtrationThe resulting mixture was filtered through a pad of celite and
  2. concentrationconcentrated
  3. customPurification
  4. washby flash chromatography (eluting with hexane/ethyl acetate, 85:15)

Sources & evidence

ORD record
ord-25f3dee4fc5442c1a60b537f655218da
Source dataset
uspto-grants-2005_07
Patent number
US06919353B2

Reaction notes

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