HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → [2-Amino-5-(2-methyl-1,3-dioxolan-2-yl)phenyl](phenyl)methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 5-(2-Methyl-1,3-dioxolan-2-yl)-3-phenyl-2,1-benzoxazole | HCID 649710 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | [2-Amino-5-(2-methyl-1,3-dioxolan-2-yl)phenyl](phenyl)methanone | HCID 21828105 | 89.9% |
Reaction Steps
5-(2-Methyl-1,3-dioxolan-2yl)-3-phenyl-2,1-benzisoxazole (1.50 g, 5.3 mmol), triethyl amine (0.3 ml) and 5% palladium on carbon (0.15 g) were combined in dry tetrahydrofuran (13 ml). The apparatus wa flushed with nitrogen and then hydrogen. A static hydrogen atmosphere was maintained (1 atm.) and the progress of the reaction followed by gas chromatography. The starting material and product have retention times of 11.15 and 11.33 min. respectively. When conversion was complete, the mixture was filtered through a pad of Celite to yield a clear yellow solution. Evaporation of the solution yielded a yellow solid (1.35 g) of mp. 108°-111° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04519937 |
| Source dataset | uspto-grants-1985_05 |
| ORD ID | ord-531f073191314dcd8c4bf775ac4b988e |
| Source note | uspto-grants-1985_05 |