HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1613863Generated: November 1, 2026
Boron tribromide → 5,10,15,20-Tetrakis(2,6-dihydroxyphenyl)porphyrin
https://huagongshe.com/reaction/1613863
Participants
| Role | Name | HCID | Charge |
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| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | HCID 135542237 | HCID 135542237 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5,10,15,20-Tetrakis(2,6-dihydroxyphenyl)porphyrin | HCID 135493187 | — |
Reaction Steps
As the solvent, acetic acid, propionic acid, butyric acid or the like is usable. The reaction temperature can be controlled by considering the kind of the solvent and the other conditions, usually a temperature of 80°-120° C. is selected. The reaction time is 5-12 hours, preferably 5-8 hours. After such condensation of these compounds, the tarry reaction mixture obtained by filtrating the reaction solution is purified by, for example, silica gel chromatography or the like to obtain 5,10,15,20-tetra(2',6'-dimethoxyphenyl)porphyrin. Then, 5,10,15,20-tetra(2',6'-dimethoxyphenyl)porphyrin is dissolved in a suitable dry solvent (dichloromethane, chloroform, tetrahydrofuran or the like), cooled in an ice-water bath 40 times or more of the molar quantity of boron tribromide is added and the mixture is stirred at room temperature for 10-24 hours. The reaction solution is poured dropwise into ice water, the solution is extracted by an organic solvent such as ethyl acetate, the organic layer is evaporated to dryness, and the solid is purified by silica gel chromatography to obtain 5,10,15,20-tetra(2',6'-dihydroxyphenyl)porphyrin (in the above process, the compound represented by H2T2,6-OH PP).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05194603 |
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| Source dataset | uspto-grants-1993_03 |
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| ORD ID | ord-5dae8d8f1e7940b6a5d696b036c756cc |
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| Source note | uspto-grants-1993_03 |
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