4-allyl-2-methoxyphenyl 2-cyclopentylacetate
DOI: 10.14469/hpc/6912 Metadata
Created: 2020-03-03 17:49
Last modified: 2020-03-05 08:49
License: Creative Commons: Public Domain Dedication 1.0
Funding: (none given)
Description
15 mL acetonitrile, DMAP(61 mg, 0.5 mmol) and EDC.HCl (1.25 g, 6.5 mmol) were mixed. 0.702 g of cyclopentylacetic acid (5.45 mmol), rinsing with 5 + 2 mL of acetonitrile. 0.819 g of eugenol (4.99 mmol) was added, rinsing with 5 + 2 mL of acetonitrile. The mixture was reacted under reflux at about 97 –99oC with stirring. TLC was conducted every 20 min with 30% ethyl acetate in hexane as the eluent to see when reaction was complete. At 65 mins the reaction was complete with a faintly yellow solution produced. When complete, after adding 20 mL hexane, the mixture was washed with HCl (1M, 2 x 20 mL), NaHCO3 (10 wt%, 2 x 20 mL), 20 mL distilled H2O and saturated NaCl(aq) (2 x 20 mL). The mixture was filtered under gravity and rinsed with 10 mL hexane after drying with MgSO4. The solvent was then removed in vacuo, leaving our synthesized ester. A slightly darker yellow solution was produced after being rotary evaporated. Product appears to be almost pure from NMR and IR analysis
Files
| Filename | Size | Type | Description |
|---|---|---|---|
| 4-allyl-2-methoxyphenyl 2-cyclopentylacetate.mnova | 263KB | chemical/x-mnova | MNOVA NMR |
| 4-allyl-2-methoxyphenyl 2-cyclopentylacetate.mnpub | 0 | chemical/x-mnpub | Mestrenova signature file for 4-allyl-2-methoxyphenyl 2-cyclopentylacetate.mnova |
| 4-allyl-2-methoxyphenyl 2-cyclopentylacetate.jcamp | 361KB | application/octet-stream | JCAMP NMR |
| 150.zip | 449KB | application/zip | RAW NMR |
| 150.mnpub | 0 | chemical/x-mnpub | Mestrenova signature file for 150.zip |
Member of collection / collaboration
| DOI | Description |
|---|---|
| 10.14469/hpc/6215 | 1st Year undergraduate synthesis 1.2 laboratory (2019-2020) |