HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 5,15-Bis-(4-carboxyphenyl)-10,20-dihexyl-porphyrin
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 5,15-Dihexyl-10,20-bis-(4-methoxycarbonylphenyl)-porphyrin | HCID 136102203 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5,15-Bis-(4-carboxyphenyl)-10,20-dihexyl-porphyrin | HCID 136102194 | — |
Reaction Steps
In a typical experiment, a solution of KOH (200 mg, 3.6 mmol) in methanol (1 ml) was added to a stirred solution of 5,15-dihexyl-10,20-bis-(4-methoxycarbonylphenyl)-porphyrin (31 mg, 0.04 mmol) in THF (8 ml) and the reaction mixture was stirred for 2 d. Water (50 ml) and hydrochloric acid were then added until the pH was adjusted to 4-6. The aqueous layer was extracted with dichloromethane (2×100 ml) and the organic layer was separated, washed with water until neutral and dried over sodium sulfate. The solvent was evaporated and the title compound 5,15-bis-(4-carboxyphenyl)-10,20-dihexyl-porphyrin was obtained after recrystallization from dichloromethane/aqueous methanol (26 mg, 87%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09315510B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-a57b0712541243b3907c13acc18b4350 |
| Source note | uspto-grants-2016_04 |