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2nd September 2013 @ 09:35

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Reaction information

*#Reaction file
ReactionScheme.cdx
*Reaction file type CDX 
*Procedure

To a suspension of LiAlH4 (5.7 g, 150 mmol) in ether (100 mL) was added dropwise a solution of ethyl(3-phenyl-pent-4-enoate) (20.4 g, 100 mmol) in ether (50 mL) at 0 °C. The suspension was stirred for 15 h before quenching with ethyl acetate (10 mL) then 2 M HCl until the solution became clear. The organic layer was separated and the aqueous extracted with ether. The combined organic phases were washed with brine, dried over MgSO4 and concentrated. The crude product was purified by Kugelrohr distillation (120 °C, 1 mbar) to provide pure material (13.10 g, 81% yield). 

*Yield (%) 81
*Type of Yield Isolated Product Yield 
Reference(s)
DavidOwenThesis2000pp48,112,113.pdf
319LABBOOK.JPG
 
Further information Compound 319: 3-Phenyl-pent-4-en-1-ol 

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 Reaction 318 
For step in multistep reaction - link to following reaction step Reaction 320
Attached Files
ReactionScheme.gif
ReactionScheme.cdx
DavidOwenThesis2000pp48,112,113.pdf
319LABBOOK.JPG