scholarly journals Synthesis of heterocyclic bromacetylene alcohols and their acryl -, methacryl ethers

2021 ◽  
pp. 70-75
Author(s):  
T. A. Yagudeev ◽  
A. T. Yagudeev ◽  
N. A. Mubarak ◽  
K. B. Sadykova
Keyword(s):  
Elemental Analysis ◽  
Lithium Aluminum Hydride ◽  
Aluminum Hydride ◽  
Product Yield ◽  
Lithium Aluminum ◽  
Composition And Structure ◽  
Aluminum Complexes ◽  
Pmr Spectra

The article presents a method for obtaining heterocyclic bromoacetylenic alcohols by the action of sodium hypobromide on cyclic and heterocyclic acetylene alcohols, as well as their acrylic and methacrylic esters using lithium aluminum complexes. The composition and structure of the obtained products were confirmed by the data of elemental analysis, IR and PMR spectra. As a result of the study, it was found that in the presence of lithium aluminum hydride, the product yield in all cases is higher than 80 %.

The Preparation of Specifically Deuterated trans- Cinnamyl Alcohol and trans- Cinnamic Acid

1973 ◽  
Vol 51 (13) ◽  
pp. 2102-2104 ◽  
Author(s):  
Donald G. Lee ◽  
James R. Brownridge
Keyword(s):  
Cinnamic Acid ◽  
Triple Bond ◽  
Lithium Aluminum Hydride ◽  
Aluminum Hydride ◽  
Lithium Aluminum ◽  
Cinnamyl Alcohol ◽  
Partial Reduction ◽  
Work Up

The reduction of ethyl phenylpropiolate by lithium aluminum hydride results in partial reduction of the triple bond to give trans-cinnamyl alcohol. If ethyl phenylpropiolate is reduced by LiAlD4 followed by work-up with acetone and H2O the product is the specifically labeled compound, trans-3-phenyl-2-propen-1-ol-1,1,2-d3. If the ester is reduced with LiAlH4 followed by work-up with acetone-d6 and D2O the product is trans-3-phenyl-2-propen-1-ol-O,3-d2. Oxidation of these two products by sodium ruthenate leads to formation of trans-cinnamic acid-α-d and trans-cinnamic acid-β-d, respectively.

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