HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 6-Bromo-2-methoxyquinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Oxonium, trimethyl-, tetrafluoroborate(1-) (1:1) | HCID 2735153 | — |
| Reactant | 6-Bromoquinolin-2(1H)-one | HCID 12378943 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 6-Bromo-2-methoxyquinoline | HCID 10657538 | — |
Reaction Steps
A mixture of 6-bromo-2-[1H]-quinolone (2.90 g) and trimethyloxoniumtetrafluoroborate (2.10 g) was stirred in dichloromethane (50 cm3) for 48 hours under nitrogen. Aqueous 10% sodium hydroxide (20 cm3) was added and the aqueous phase was extracted with dichloromethane (2×40 cm3). The dried (MgSO4) extracts were evaporated and the residue was crystallised from petroleum ether (b.p. 60°-80°) to yield 2-methoxy-6-bromoquinoline, m.p. 90°-94°, (2.16 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04710507 |
| Source dataset | uspto-grants-1987_12 |
| ORD ID | ord-199d7d70815b4cc98a0cae6d0606db50 |
| Source note | uspto-grants-1987_12 |