HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → (7-Fluoro-2-methoxy-quinolin-8-yl)-methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 8-(Bromomethyl)-7-fluoro-2-(methyloxy)quinoline | HCID 66737650 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Water | HCID 962 | — |
| Product | (7-Fluoro-2-methoxy-quinolin-8-yl)-methanol | HCID 66737655 | 97.7% |
Reaction Steps
A suspension of 8-bromomethyl-7-fluoro-2-methoxy-quinoline (32.03 g, 118.59 mmol) in acetone (460 mL) and water (585 mL) was treated with NaHCO3 (16.32 g, 194.28 mmol). The mixture was heated at reflux for 6 h. The volatiles were removed under reduced pressure and the aq. phase was extracted with EA (2×250 mL). The combined org. layers were washed with brine, dried over MgSO4 and concentrated to afford the title alcohol as a yellow oil (24 g, 97% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08114867B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-8ef61daffbe648f7a1c34f7b12b95522 |
| Source note | uspto-grants-2012_02 |