HuagongsheHuagongshe Chemistry Print Report · For research reference only
Allyl Alcohol → 2-Propen-1-yl 8-nitro-6-quinolinecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Allyl Alcohol | HCID 7858 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diethyl azodicarboxylate | HCID 5462977 | — |
| Reactant | 8-nitroquinoline-6-carboxylic Acid | HCID 7140191 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Propen-1-yl 8-nitro-6-quinolinecarboxylate | HCID 19390582 | 67.7% |
Reaction Steps
To a solution of 6-carboxy-8-nitroquinoline (5.7 g; 26 mM) in THF (70 ml) was added triphenylphosphine (8.9 g; 33.8 mM), allyl alcohol (2.3 ml; 33.8 mM) and DEAD (5.35 ml; 33.8 mM). After stirring at ambient temperature for 30 minutes, the mixture was extracted with ethyl acetate and purified by subjecting to flash chromatography, eluting with ethyl acetate/petroleum ether (40/60) to give 6-allyloxycarbonyl 8-nitroquinoline (4 g; 67.7%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05441949 |
| Source dataset | uspto-grants-1995_08 |
| ORD ID | ord-121fab8c8d4e45e0bac07c5a2f2e9efe |
| Source note | uspto-grants-1995_08 |