HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfate → Methyl 1-methoxy-4-bromo-2-naphthoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfate | HCID 6497 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Bromo-1-hydroxynaphthalene-2-carboxylic acid | HCID 289393 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | Methyl 1-methoxy-4-bromo-2-naphthoate | HCID 12084039 | 78% |
Reaction Steps
A mixture of hydroxynaphthoic acid 18 (24.7 g, 92.2 mmol), dimethyl sulfate (21.8 mL, 231 mmol), and K2CO3 (31.9 g, 231 mmol) in acetone (200 mL) was refluxed overnight. The solid was filtered, and the filtrate was condensed to give a solid residue, which was recrystallized from EtOAc/hexanes to afford the titled compound 19 (21.2 g, 78%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08586550B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-14f1c66a7fa84fc399c8bf9f91c1c493 |
| Source note | uspto-grants-2013_11 |