4-allyl-2-methoxyphenyl 2-cyclopropylacetate

DOI: 10.14469/hpc/6913 Metadata

Created: 2020-03-03 17:55

Last modified: 2020-03-05 08:49

Author: Brian Eapen

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. 0.5635 g of cyclopropylacetic acid (5.64 mmol) was added, rinsing with 5 + 2 mL of acetonitrile. 0.837 g of eugenol (5.10 mmol) was added, rinsing with 5 + 2 mL of acetonitrile. The mixture was reacted under reflux at 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 60 mins the reaction was complete with a colourless 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. No visible change to colour after being rotary evaporated. Product not 100% pure

Files

FilenameSizeTypeDescription
4-allyl-2-methoxyphenyl 2-cyclopropylacetate.mnova 261KB chemical/x-mnova MNOVA NMR
4-allyl-2-methoxyphenyl 2-cyclopropylacetate.mnpub 0 chemical/x-mnpub Mestrenova signature file for 4-allyl-2-methoxyphenyl 2-cyclopropylacetate.mnova
4-allyl-2-methoxyphenyl 2-cyclopropylacetate.jcamp 405KB application/octet-stream JCAMP NMR
490.zip 455KB application/zip RAW DATA
490.mnpub 0 chemical/x-mnpub Mestrenova signature file for 490.zip

Member of collection / collaboration

DOIDescription
10.14469/hpc/6215 1st Year undergraduate synthesis 1.2 laboratory (2019-2020)

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