3-Chloro-1-phenylisoquinoline-4-carbaldehyde → HCID 14567249, compound

HRID 443384Notes

Reaction equation

HRID 443384 reaction equation
[Cl:1][C:2]1[N:3]=[C:4]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:5]2[C:10]([C:11]=1[CH:12]=[O:13])=[CH:9][CH:8]=[CH:7][CH:6]=2.B.[Na]>CO>[Cl:1][C:2]1[N:3]=[C:4]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:5]2[C:10]([C:11]=1[CH2:12][OH:13])=[CH:9][CH:8]=[CH:7][CH:6]=2

Participants

4

Reactant 2

HCID 145672483-Chloro-1-phenylisoquinoline-4-carbaldehydeHCID 178418435HCID 178418435, compound

Product 1

HCID 14567249HCID 14567249, compoundYield 88.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 8.1 g 3-Chloro-1-phenyl-isoquinoline-4-aldehyde in 150 ml methanol there are added portionwise 1.8 g sodium boron hydride at 0° C. The solution is stirred at room temperature for 4 hours and the solvent is removed in vacuo. The residue is stirred with water. Filtration of the resulting mixture gives 7.2 g 3-chloro-4-hydroxymethyl-1-phenyl-isoquinoline having a melting point from 175° to 182° C.

Workup

  1. customthe solvent is removed in vacuo
  2. stirringThe residue is stirred with water
  3. filtrationFiltration of the resulting mixture

Sources & evidence

ORD record
ord-c4af0db51f7a4986ab520ade569d2131
Source dataset
uspto-grants-1981_04
Patent number
US04260611

Reaction notes

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