HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Methyl 2-{4-[(3,7-dimethyl-2,6-octadienyl)oxy]phenyl}acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Benzeneacetic acid, 4-hydroxy-, methyl ester | HCID 518900 | — |
| Reactant | 2,6-Octadiene, 1-bromo-3,7-dimethyl-, (2E)- | HCID 5365867 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | Methyl 2-{4-[(3,7-dimethyl-2,6-octadienyl)oxy]phenyl}acetate | HCID 69306599 | 92.2% |
Reaction Steps
Methyl 4-hydroxyphenylacetate (6.00 g, 36.11 mmol) was dissolved in acetone (90 ml), and then potassium carbonate (9.98 g, 72.22 mmol) and geranyl bromide(14.34 ml, 72.22 mmol) were added thereto. After being refluxed for 4 hours, the mixture, with water added thereto, was extracted with ethyl acetate. The organic layer was washed with saturated ammonium chloride water and saturated brine successively, and dried over MgSO4. The solvent was evaporated out and the obtained residue was purified by silica gel column chromatography (5% ethyl acetate/hexane), to give methyl 2-{4-[(3,7-dimethyl-2,6-octadienyl)oxy]phenyl}acetate (10.07 g, 92%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07348017B2 |
| Source dataset | uspto-grants-2008_03 |
| ORD ID | ord-08dd9b8c067f4662880f983f1bca2556 |
| Source note | uspto-grants-2008_03 |