Salicylaldehyde → 5,10,15,20-tetra(2-hydroxyphenyl)porphyrin

HRID 1760761Notes

Reaction equation

HRID 1760761 reaction equation
[NH:1]1[CH:5]=[CH:4][CH:3]=[CH:2]1.[CH:6](=O)[C:7]1[C:8](=[CH:10][CH:11]=[CH:12][CH:13]=1)[OH:9]>C(O)(=O)CC>[OH:9][C:8]1[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=1[C:6]1[C:5]2[NH:1][C:2]([C:6]([C:7]3[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=3[OH:9])=[C:2]3[N:1]=[C:5]([C:6]([C:7]4[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=4[OH:9])=[C:2]4[NH:1][C:5](=[C:6]([C:7]5[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=5[OH:9])[C:2]5[CH:3]=[CH:4][C:5]=1[N:1]=5)[CH:4]=[CH:3]4)[CH:4]=[CH:3]3)=[CH:3][CH:4]=2

Participants

4

Reactant 2

HCID 6998SalicylaldehydeHCID 8027Pyrrole

Product 1

HCID 1354748445,10,15,20-tetra(2-hydroxyphenyl)porphyrin

Reagents, catalysts & solvents 1

HCID 1032Propionic AcidSolvent

Procedure

Pyrrole (1.0 equivalents) and salicylaldehyde (1.2 equivalents) are dissolved in propionic acid (1 liter/20ml pyrrole) and the solution is refluxed for 30 minutes. The reaction mixture is allowed to cool to room temperature and stand for one day. The mixture is filtered and the product is recrystallized to yield 5,10,15,20-tetrakis(2′-hydroxyphenyl) porphyrin.

Workup

  1. temperaturethe solution is refluxed for 30 minutes
  2. filtrationThe mixture is filtered
  3. customthe product is recrystallized

Sources & evidence

ORD record
ord-fac3b013de4d441bb60cccc1382f6126
Source dataset
uspto-grants-2005_01
Patent number
US06844448B2

Reaction notes

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