HuagongsheHuagongshe Chemistry Print Report · For research reference only
Formic Acid → Formaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Formic Acid | HCID 284 | — |
| Reactant | Pyrrole-2-carboxaldehyde | HCID 13854 | — |
| Product | Formaldehyde | HCID 712 | — |
| Product | Pyrrole | HCID 8027 | — |
| Product | 21H,22H-Porphine | HCID 137705241 | — |
Reaction Steps
The reported methods for the synthesis of porphine over the past 70 years are summarized in Table 1. Fischer and Gleim obtained 17 mg of porphine by prolonged heating of 20 g of pyrrole-2-carboxaldehyde in formic acid.6 In the same era, Rothemund obtained porphine from pyrrole and formaldehyde, albeit in very low yield (0.02%).7 The yield was increased to 0.9% by slow addition of pyrrole and formaldehyde to propionic acid.8
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07745618B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-663bc20c00f64cb7a43ef897fbd917f0 |
| Source note | uspto-grants-2010_06 |