4-allyl-2-methoxyphenyl 2-cyclopropylacetate

DOI: 10.14469/hpc/8144 Metadata

Created: 2021-04-29 00:14

Last modified: 2021-04-30 10:26

Author: Sayanh Alam

License: Creative Commons: Public Domain Dedication 1.0

Funding: (none given)

Description

A novel ester, 4-allyl-2-methoxyphenyl 2-cyclopropylacetate, was synthesised according to the following procedure: Eugenol (0.8290 g, 5.05 mmol) and cyclopropylacetic acid (0.0564 g, 5.63 mmol) were heated under reflux with acetonitrile, DMAP and EDC.HCl at ~95 °C with stirring. The reaction was monitored every 20 mins using TLC and was complete after 1 hr resulting in a clear pale-yellow liquid. After adding hexane, the mixture was washed with HCl, NaHCO3, distilled water and saturated NaCl(aq). The mixture was filtered under gravity, rinsed with hexane and dried. The solvent was removed in vacuo, affording 4-allyl-2-methoxyphenyl 2-cyclopropylacetate as small white crystals (0.819 g, 3.32 mmol, 66% yield).

Files

FilenameSizeTypeDescription
4-allyl-2-methoxyphenyl 2-cyclopropylacetate.cdxml 6KB chemical/x-cdxml Structure of 4-allyl-2-methoxyphenyl 2-cyclopropylacetate (Chemdraw XML file)
4-allyl-2-methoxyphenyl 2-cyclopropylacetate.jdx 351KB chemical/x-jcamp-dx NMR spectrum (jdx file)
4-allyl-2-methoxyphenyl 2-cyclopropylacetate.mnova 351KB chemical/x-mnova NMR spectrum (Mnova file)
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.pdf 148KB application/pdf NMR spectrum (PDF file)

Member of collection / collaboration

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

Subject Keywords

KeywordValue
inchi InChI=1S/C2H6O.6CH4/c1-3-2;;;;;;/h1-2H3;6*1H4
inchikey HMZBTPHGCFOTHZ-UHFFFAOYSA-N

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