7-Chloro-2-(2-hydroxymethylbenzofuran-5-yl)quinoline → 7-Chloro-2-(2-formylbenzofuran-5-yl)quinoline

HRID 2258523Notes

Reaction equation

HRID 2258523 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([C:12]3[CH:13]=[CH:14][C:15]4[O:19][C:18]([CH2:20][OH:21])=[CH:17][C:16]=4[CH:22]=3)=[N:9]2)=[CH:4][CH:3]=1>C(Cl)(Cl)Cl.[O-2].[Mn+4].[O-2]>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([C:12]3[CH:13]=[CH:14][C:15]4[O:19][C:18]([CH:20]=[O:21])=[CH:17][C:16]=4[CH:22]=3)=[N:9]2)=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 229222147-Chloro-2-(2-hydroxymethylbenzofuran-5-yl)quinoline

Product 1

HCID 229221817-Chloro-2-(2-formylbenzofuran-5-yl)quinolineYield 85,318.898%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

A mixture of 7-chloro-2-(2-hydroxymethylbenzofuran-5-yl)quinoline (767.9 mg) and manganese (IV) oxide (5.01 g) in chloroform (80 ml) was stirred for 5 hours at ambient temperature. The resulting mixture was filtered and the filtrate was concentrated in reduced pressure to give 7-chloro-2-(2-formylbenzofuran-5-yl)quinoline (650.9 g).

Workup

  1. filtrationThe resulting mixture was filtered
  2. concentrationthe filtrate was concentrated in reduced pressure

Sources & evidence

ORD record
ord-e81146bbffc3486db859a04f95fdb2a1
Source dataset
uspto-grants-1997_08
Patent number
US05661159

Reaction notes

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