All Notebooks | Help | Support | About
2nd September 2013 @ 09:27

This post is compatible for submission to ChemSpider Reactions.

See ChemSpider Reactions template - help and further information for help when using it.

Reaction information

*#Reaction file
ReactionScheme.cdx
 
*Reaction file type CDX 
*Procedure Cinnamyl alcohol (26.84 g, 200 mmol), triethylorthoacetate (257 mL, 227 g, 14 mol) and propanoic acid (1 mL, 1.00 g, 13.4 mmol) were heated at 130 oC, with the distillation of the ethanol by product. After 26 hours, excess triethylorthoacetate was removed by distillation (100 oC, 1 mbar) producing the desired compound with an 81 % yield.
*Yield (%) 81
*Type of Yield Isolated Product Yield 
Reference(s)

W. S. Johnson, L. Werthemann, W. R. Bartlett, T. J. Brocksom, T. T. Li, D. J. Faulkner, M. R. Petersen, J. Am. Chem. Soc. 1970, 92, 741.

D. J. Faulkner, Synthesis 1971, 175.

318LABBOOK.JPG
DavidOwenThesis2000pp48,112.pdf
 
Further information Compound 318: Ethyl-(3-phenyl-pent-4-enoate)

For multistep reactions (or their steps):

Overall reaction? False 
For overall reaction - links to child reaction steps N/A 
For step in multistep reaction - link to previous reaction step N/A 
For step in multistep reaction - link to following reaction step Reaction 319
Attached Files
ReactionScheme.gif
ReactionScheme.cdx
DavidOwenThesis2000pp48,112.pdf
318LABBOOK.JPG