HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloroform → (2-Oxo-1,2,3,4-tetrahydroquinolin-7-yl)methyl acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 7-(Hydroxymethyl)-3,4-dihydroquinolin-2(1H)-one | HCID 53393348 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | (2-Oxo-1,2,3,4-tetrahydroquinolin-7-yl)methyl acetate | HCID 67321616 | — |
Reaction Steps
To a CHCl3 (30.0 mL) solution, the compound (670 mg) obtained in Step 52-1, Ac2O (536 μL), DMAP (20.0 mg) and Et3N (1.05 mL) were added under ice cooling and the mixture was stirred at room temperature for 45 minutes. To the reaction mixture, a saturated aqueous NaHCO3 solution was added and the solution was extracted three times with CHCl3. The combined organic layers were dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by column chromatography (silica gel 60 N, mobile phase: MeOH/CHCl3=0/100 to 10/90; v/v) to obtain (2-oxo-1,2,3,4-tetrahydroquinolin-7-yl)methyl acetate (767 mg, a light yellow solid).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08461182B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-23ad6f68307d457d86de3b1e26c30e43 |
| Source note | uspto-grants-2013_06 |