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

HRID 1173911Notes

Reaction equation

HRID 1173911 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-b1e070c7986146688b54b66074608f16
Source dataset
uspto-grants-2010_11
Patent number
US07833991B2

Reaction notes

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