(4-Phenylsulfanylmethyl-phenyl)-methanol → 4-[(Phenylsulfanyl)methyl]benzaldehyde

HRID 78239Notes

Reaction equation

HRID 78239 reaction equation
[C:1]1([S:7][CH2:8][C:9]2[CH:14]=[CH:13][C:12]([CH2:15][OH:16])=[CH:11][CH:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>[O-2].[O-2].[Mn+4].C(Cl)(Cl)Cl>[C:1]1([S:7][CH2:8][C:9]2[CH:10]=[CH:11][C:12]([CH:15]=[O:16])=[CH:13][CH:14]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 1

HCID 59255239(4-Phenylsulfanylmethyl-phenyl)-methanol

Product 1

HCID 8202414-[(Phenylsulfanyl)methyl]benzaldehydeYield 99.9%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

To a chloroform (10 mL) solution of (4-phenylsulfanylmethyl-phenyl)-methanol (1 g, 4.34 mmol) described in Manufacturing Example 206-1-2 was added manganese dioxide (3.77 g, 43.4 mmol), which was stirred for 15 hours at room temperature. The manganese dioxide was removed with a Celite bed, and the filtrate was concentrated under a reduced pressure to obtain the title compound (990 mg). The title compound was used in the following reaction without any further purification.

Workup

  1. customThe manganese dioxide was removed with a Celite bed
  2. concentrationthe filtrate was concentrated under a reduced pressure

Sources & evidence

ORD record
ord-d2e1aca90f0b464ba40b7ec81c7bcbb3
Source dataset
uspto-grants-2014_09
Patent number
US08841327B2

Reaction notes

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