2-methoxy-4-methylphenyl pentadecanoate

DOI: 10.14469/hpc/8008 Metadata

Created: 2021-03-21 19:49

Last modified: 2021-03-22 12:55

Author: Cristiana Darie

License: Creative Commons: Public Domain Dedication 1.0

Funding: (none given)

Description

Pentadecanoic Acid (1.33 g, 5.5 mmol) was added to creosole (0.69 g, 5.0 mmol) with acetonitrile (15 mL), DMAP (0.0611 g, 0.5 mmol) and EDC.HCl (1.246, 6.5 mmol) resulting in a colourless solution that was refluxed for 2 hours using TLC to monitor the extent of reaction. An acid/base aqueous/organic work-up followed by washing the refluxed mixture added to hexane (20 mL) with HCl twice (2 x 20 mL, 1M), 10 wt% Sodium Bicarbonate twice (2 x 20 mL), water (20 mL) and saturated aqueous NaCl twice (2 x 20 mL) resulting in the separation of the organic phase, which was subsequently dried using MgSO4, filtered under gravity and evaporated in vacuo to afford a colourless oil. After this oil was allowed to stand, 2-methoxy-4-methylphenyl pentadecanoate acid crystallised in an exothermic reaction releasing heat to form small, white, solid crystals yielding the isolated product: 1.0 g (55.56%, 5 mmol)

Files

FilenameSizeTypeDescription
2-methoxy-4-methyl-phenyl pentadecanoate.mnova 472KB chemical/x-mnova Analysed NMR Data (MNova File)
2-methoxy-4-methyl-phenyl pentadecanoate.mnpub 0 chemical/x-mnpub Mestrenova signature file for 2-methoxy-4-methyl-phenyl pentadecanoate.mnova
2-methoxy-4-methyl-phenyl pentadecanoate.jdx 126KB chemical/x-jcamp-dx NMR Data (JCAMP File)
2-methoxy-4-methyl-phenyl pentadecanoate.pdf 36KB application/pdf NMR Spectra (PDF File)
2-methoxy-4-methylphenyl pentadecanoate.cdxml 7KB chemical/x-cdxml Molecular Structure (ChemDraw)
Files.zip 1MB application/zip Raw NMR Data (Zip File)
Files.mnpub 0 chemical/x-mnpub Mestrenova signature file for Files.zip

Member of collection / collaboration

DOIDescription
10.14469/hpc/7350 1st Year undergraduate synthesis 1.2 laboratory (2020-2021)

Subject Keywords

KeywordValue
inchi InChI=1S/C2H6O.7CH4/c1-3-2;;;;;;;/h1-2H3;7*1H4
inchikey KGNGJTQLEKAFHA-UHFFFAOYSA-N

Edit