HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 66906525, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Methoxybenzyl bromide | HCID 165021 | — |
| Reactant | Dimethyl 3-hydroxyphthalate | HCID 12223651 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 66906525 | HCID 66906525 | 116.4% |
Reaction Steps
To a stirred suspension of 3-hydroxyphthalic acid dimethyl ester (1.1 g, 5.2 mmol) in acetone (45 mL) and potassium carbonate (2.2 g, 15.7 mmol), was added 1-bromomethyl-4-methoxy-benzene (0.79 mL, 5.5 mmol). The mixture was refluxed for six hours. The solvent was evaporated in vacuo, and the residue was partitioned between water (50 mL) and ethyl acetate (80 mL). The organic layer was washed with water (2×50 mL), dried, concentrated in vacuo, and purified by flash column chromatography (Silica Gel, EtOAc/Hexane, 0% gradient to 100% 30 min) to give 3-(4-methoxy-benzyloxy)-phthalic acid dimethyl ester (2.0 g, 115% crude yield). The product was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181216B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-530bcc99ddee4d55a7036f679600a58b |
| Source note | uspto-grants-2015_11 |