110416-34-7

Upstream product

• 89-82-7 pulegone 
• 75-24-1 trimethylaluminum 
• 15681-48-8 lithium dimethylcuprate 
• 89-82-7 (+)-pulegone 
• 88-60-8 2-tert-Butyl-5-methylphenol 
• 91242-69-2 (1R*,2S*,5R*)-2-(tert-butyl)-5-methylcyclohexanol 

Downstream Products

• 29338-86-1 3-Hydroxy-2-methyl-5-t-butyl-1,4-benzochinon 

Relevant academic research and scientific papers

Methylation or ethylation agent and process for 1,4-addition of a methyl or ethyl group to an α, β-unsaturated keto compound

This invention describes a new methylation or ethylation agent containing trimethyl aluminum or dimethyl zinc or triethyl aluminum as methyl or ethyl source, which additionally contains catalytic amounts of one or more copper(I) and/or copper(II) compounds as well as a process for the 1,4-addition of a methyl or ethyl group to an α,β-unsaturated or an α,β-double unsaturated ketone or an α,β-unsaturated aldehyde using the agent according to the invention. By using only catalytic amounts of copper and a CKW (chlorinatedhydrocarbon)-free reaction medium, the new methylation/ethylation agent/process is distinguished by its environmental compatibility and it is, for example, suitable for the production of initial products for the synthesis of biologically effective compounds.

Alkylating agent and 1,4-addition process of an alkyl group onto an α,β-unsaturated ketone compound

Disclosed is an alkylating agent that contains an aluminum reagent Alk3-m AlLm, in which Alk means a methyl, ethyl, n- or i-propyl, n-, i- or tert-butyl, pentyl, hexyl, heptyl or octyl group, which all can also be branched, L means an ethoxy group, a chlorine or bromine atom, and m is equal to 1 or 2, as an alkyl source or else zinc dimethyl as a methyl source, which contains in addition catalytic amounts of one or more copper(I) and/or copper(II) compounds and one (or more) silyl reagent(s) of general formula III in which R1, R2 and R3 are as defined herein, as well as a process for 1,4-addition of an alkyl group to an α,β-unsaturated ketone or an α,β-double unsaturated ketone or to an α,β-unsaturated aldehyde with use of the agent according to the invention. The alkylating agent yields biologically active compounds in excellent yields and the new alkylating agent/process is distinguished by its environmental compatibility based on a CKW (chlorinated hydrocarbon)-free reaction medium.