6-Hydroxymethylquinoline → 6-Quinolinecarbaldehyde

HRID 326250

Reaction equation

HRID 326250 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][C:7]([CH2:11][OH:12])=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1>[O-2].[Mn+4].[O-2].ClC(Cl)Cl>[N:1]1[C:10]2[C:5](=[CH:6][C:7]([CH:11]=[O:12])=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 1

HCID 15143856-Hydroxymethylquinoline

Product 1

HCID 7656536-QuinolinecarbaldehydeYield 82.7%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

A mixture of 34 parts of 6-quinolinemethanol, 70 parts of manganese(IV)oxide and 300 parts of trichloromethane was stirred for 24 hours at room temperature. The reaction mixture was filtered over diatomaceous earth and the filtrate was evaporated, yielding 27.7 parts (82.7%) of 6-quinolinecarboxaldehyde; mp. 72° C. (interm. 16).

Workup

  1. filtrationThe reaction mixture was filtered over diatomaceous earth
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-f0636ddc50f9408ab8832b5a92269345
Source dataset
uspto-grants-1993_12
Patent number
US05268380

Linked notes

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