HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-((furan-2-yl)methyl)acetamide → Aniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-((furan-2-yl)methyl)acetamide | HCID 2394850 | — |
| Reactant | HCID 10987294 | HCID 10987294 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | Aniline | HCID 6115 | — |
| Product | HCID 10888981 | HCID 10888981 | — |
Reaction Steps
Clauson-Kaas and Tyle [Acta Chem. Scand. 6, 667 (1952)] described the methoxylation of 2(acetamidomethyl)-furan (Formula II) to 2,5-dimethoxy-2(acetamidomethyl)-2,5-dihydrofuran (Formula III). This compound was hydrogenated with catalyst to give 2,5-dimethoxy-2(acetamidomethyl)-tetrahydrofuran (Formula IV), which with aniline in acetic acid medium gave 1-phenyl-2-(acetamidomethyl)-pyrrole (Formula V), with a mean yield of 81% according to the following scheme: ##STR4##
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04563477 |
| Source dataset | uspto-grants-1986_01 |
| ORD ID | ord-7107ce713328429d8899060472bc7fe7 |
| Source note | uspto-grants-1986_01 |