91119-04-9

Upstream product

• 693-03-8 n-butyl magnesium bromide 
• 2021-28-5 ethyl dihydrocinnamate 
• 693-04-9 butyl magnesium bromide 
• 109-72-8 n-butyllithium 
• 103-25-3 3-phenylpropanoic acid methyl ester 
• 112448-69-8 3-phenyl-1-(1H-pyrrol-1-yl)propan-1-one 
• 14371-10-9 (E)-3-phenylpropenal 
• 173549-40-1 1-(3-phenylpropanoyl)-2,5-dihydropyrrole 
• 542-69-8 1-iodo-butane 
• 501-52-0 3-Phenylpropionic acid 

Downstream Products

• 101592-82-9 5-(2-cyclohexyl-ethyl)-nonane 
• 101746-51-4 5-phenethyl-nonane 

Relevant academic research and scientific papers

A ONE-STEP CONVERSION OF ESTERS TO SECONDARY ALCOHOLS WITH LiBH4-RMgX

A one-pot synthesis of secondary alcohols from esters and LiBH4-RMgX is described.

A new synthetic method for methyl ketones from carboxylic acids using metallic strontium and methyl iodide

Carboxylic acids reacted with metallic strontium and methyl iodide to give methyl ketones preferentially in moderate to good yields. Copyright

Tandem addition β-lithiation - Alkylation sequence on α,β-unsaturated aldehydes

A tandem reaction between (E)-cinnamaldehyde, 1a, and phenyllithium affording β-substituted dihydrochalcones was recently reported. NMR spectroscopic studies on the reaction mixture, as well as isotopic exchange reactions and trapping of two intermediates, provide clues on the several mechanistic steps of this new reaction. Extended studies revealed that β-alkyl-substituted α,β-unsaturated aldehydes and aliphatic lithium reagents did not afford good yields of the tandem reaction products, while aromatic lithium reagents gave good results. The aggregation features of the aryllithium reagents and the extended charged delocalization effects are considered to promote β-selectivity. This approach provides a convenient route for the synthesis of a wide variety of β-alkyl-substituted dihydrochalcones.

On the Preparation of N-Acylpyrroles and their Use in the Synthesis of Ketones

Two methods for the preparation of N-acylpyrroles have been studied: (a) the reaction between pyrrole and N-acylimidazoles and (b) the oxidation of amides of 3-pyrroline.The reactions between N-acylpyrroles and organolithium compounds can be directed to give ketones in good yields.The initially formed tetrahedral intermediates in these reactions are relatively stable and pyrrolylcarbinols are isolable intermediates.A Reformatsky-Claisen type ring-closure gave a more than doubled yield when an N-acylpyrrole group was used as an electrophile instead of an ester group; the increased stability of the initially formed tetrahedral intermediate presumably accounts for the observed results.