Pyrrole → HCID 135542237, compound

HRID 1613866Notes

Reaction equation

HRID 1613866 reaction equation
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][CH:8]=[C:7]([O:11][CH3:12])[C:4]=1[CH:5]=O.[NH:13]1[CH:17]=[CH:16][CH:15]=[CH:14]1>C(O)(=O)CC>[CH3:1][O:2][C:3]1[CH:10]=[CH:9][CH:8]=[C:7]([O:11][CH3:12])[C:4]=1[C:5]1[C:17]2[NH:13][C:14]([C:5]([C:4]3[C:7]([O:11][CH3:12])=[CH:8][CH:9]=[CH:10][C:3]=3[O:2][CH3:1])=[C:14]3[N:13]=[C:17]([C:5]([C:4]4[C:7]([O:11][CH3:12])=[CH:8][CH:9]=[CH:10][C:3]=4[O:2][CH3:1])=[C:14]4[NH:13][C:17](=[C:5]([C:4]5[C:3]([O:2][CH3:1])=[CH:10][CH:9]=[CH:8][C:7]=5[O:11][CH3:12])[C:14]5[CH:15]=[CH:16][C:17]=1[N:13]=5)[CH:16]=[CH:15]4)[CH:16]=[CH:15]3)=[CH:15][CH:16]=2

Participants

4

Reactant 2

HCID 8027PyrroleHCID 964042,6-Dimethoxybenzaldehyde

Product 1

HCID 135542237HCID 135542237, compound

Reagents, catalysts & solvents 1

HCID 1032Propionic AcidSolvent

Procedure

1500 ml of a solution of 20 g of 2,6-dimethoxybenzaldehyde in propionic acid was heated at 100° C. with stirring, 8.05 g of pyrrole was added and the mixture was continuously heated with stirring for 7 hours. After cooling to room temperature, the mixture solution was left overnight. The reaction solution was filtered through a glass filter, and the filtrate was washed with cooled methanol and purified with a silica gel column (dichloromethane) to obtain 5,10,15,20-tetra(2',6'-dimethoxyphenyl)porphyrin.

Workup

  1. temperaturethe mixture was continuously heated
  2. stirringwith stirring for 7 hours
  3. filtrationThe reaction solution was filtered through a glass
  4. filtrationfilter
  5. washthe filtrate was washed with cooled methanol
  6. custompurified with a silica gel column (dichloromethane)

Sources & evidence

ORD record
ord-6bcc729a8fd1437cb8317a13ad3d05c9
Source dataset
uspto-grants-1993_03
Patent number
US05194603

Reaction notes

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