6946-59-4

Upstream product

• 141-97-9 ethyl acetoacetate 
• 123-72-8 butyraldehyde 

Downstream Products

• 1247042-08-5 C₂₀H₂₃NO₅ 
• 1190367-14-6 6-(4-hydroxyphenyl)-7-methyl-9-propyl-5,6-dihydro-2H-benzo[b][1,4]oxazocine-8-carboxylic acid ethyl ester 

Relevant academic research and scientific papers

Efficient preparation method of 4-hydroxybenzoic esters – Oxidation of substituted Hagemman's ester

A practical two-step synthetic method of diversely R-substituted 4-hydroxybenzoic esters, which may have wide applications in household chemicals and polymeric materials, was developed by 2:1 coupling between ethyl acetoacetate and aldehydes (RCHO) in t-BuOK/t-BuOH, followed by oxidative aromatization of the resulting Hagemman's esters. Application of the condition using stoichiometric NBS and catalytic TMS·OTf efficiently induced oxidation of the Hagemman's esters to produce 4-hydroxybenzoic esters.

High-yielding synthesis of Nefopam analogues (functionalized benzoxazocines) by sequential one-pot cascade operations

An efficient amine-/ruthenium-catalyzed three-step process for the synthesis of Nefopam analogues was achieved through combinations of cascade enamine amination/iso-aromatization/allylation and diene or enyne metathesis as key steps starting from functionalized Hagemann's esters. In this communication, we discovered the application of ruthenium-catalysis on olefins containing free amines without in situ formation of salts.

Organocatalytic cascade reactions based on push-pull dienamine platform: Synthesis of highly substituted anilines

(Chemical Equation Presented) A practical and novel one-pot organocatalytic selective process for the cascade synthesis of highly substituted o-hydroxydiary lamines and o-pyrrolidin-1-yldiarylamines is reported. Direct combination of amine-catalyzed cascade Knoevenagel/Michael/aldol condensation/decarboxylation and cascade enamine amination/isoaromatization of alkyl acetoacetates, aldehydes, and nitrosoarenes furnished the highly functionalized anilines with high yields.

Beta, gamma-unsaturated delta-keto esters

The beta,gamma-unsaturated delta-keto esters of formula I are useful as precursors for the delivery of organoleptic compounds, especially for flavours, fragrances and masking agents, and/or of antimicrobial compounds.