Pivalic anhydride → 21H,22H-Porphine

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Reaction Steps

Then, a solution of 5,10,15,20-tetra(2',6'-dihydroxyphenyl)porphyrin in dry tetrahydrofuran is refluxed at the boiling point in an atmosphere of nitrogen, pivalic anhydride (40 times of the molar quantity) is added and then a small quantity of 4-dimethylaminopyridine is added. The mixture is refluxed for 10-24 hours. The reaction mixture is extracted by a suitable organic solvent (such as dichloromethane, chloroform, ether or the like), and the resulting solution is washed with dilute hydrochloric acid and with water. The organic layer is collected and the solvent is distilled away. The residue obtained is purified by, for example, silica gel chromatography to obtain a porphyrin coordinating no metal M (in the above process, the compound represented by H2T2,6 -dipivPP).

Provenance & Evidence