HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1900757Generated: October 29, 2026
Diethyl Ether → (+)-2-Formylaminomethyl-5-methyl-2,3,6,7-tetrahydrofuro-[2,3-f]quinoline-7-one
https://huagongshe.com/reaction/1900757
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Formic anhydride | HCID 9548680 | — |
| Reactant | 2-Aminomethyl-5-methyl-2,3,6,7-tetrahydrofuro[2,3-f]quinoline-7-one | HCID 23369567 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (+)-2-Formylaminomethyl-5-methyl-2,3,6,7-tetrahydrofuro-[2,3-f]quinoline-7-one | HCID 23369729 | 37.9% |
Reaction Steps
To a suspension of (-)-aminomethyl-5-methyl-2,3,6,7-tetrahydrofuro-[2,3-f]quinoline-7-one (965 mg, 4.19 mmol) in a mixture of tetrahydrofuran (30 ml) and chloroform (30 ml), acetic anhydride--formic anhydride (1.83 g, 20.8 mmol) was added and refluxed with heat in a bath of 70° C. for 3 hours. The temperature of the reaction mixture was returned to room temperature. Ether was added to the mixture and insoluble matter was collected by filtration. Recrystallization from chloroform--methanol--ether yielded 410 mg of the title compound as colorless powder (37.9%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05576324 |
|---|
| Source dataset | uspto-grants-1996_11 |
|---|
| ORD ID | ord-c799883971d04d7c9aa90577fe37e9e8 |
|---|
| Source note | uspto-grants-1996_11 |
|---|