1-(Hydroxymethyl)isoquinoline → Isoquinoline-1-carbaldehyde

HRID 348659

Reaction equation

HRID 348659 reaction equation
[C:1]1([CH2:11][OH:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][N:2]=1>C(Cl)(Cl)Cl.[O-2].[O-2].[Mn+4]>[C:1]1([CH:11]=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][N:2]=1

Participants

4

Reactant 1

HCID 27762471-(Hydroxymethyl)isoquinoline

Product 1

HCID 265306Isoquinoline-1-carbaldehydeYield 85.1%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

Isoquinolin-1-yl-methanol (123.7 mg) was dissolved in chloroform (6.2 ml) and then added with manganese dioxide (chemically processed product) (1.24 g), followed by stirring at room temperature for 30 minutes. The reaction solution was filtrated through Celite and the solvent was then distilled off. The residue was dried under vacuum, thereby obtaining the subject compound (103.9 mg) as a brown solid.

Workup

  1. filtrationThe reaction solution was filtrated through Celite
  2. distillationthe solvent was then distilled off
  3. customThe residue was dried under vacuum

Sources & evidence

ORD record
ord-08bcf8622f984d33a60644c8f0c66571
Source dataset
uspto-grants-2007_02
Patent number
US07176227B2

Linked notes

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