70199-60-9

Upstream product

• 124-41-4 sodium methylate 
• 1822-51-1 4-picolylchloride hydrochloride 
• 872-85-5 pyridine-4-carbaldehyde 
• 67-56-1 methanol 
• 108-89-4 picoline 
• 586-95-8 pyridine-4-methanol 
• 1007-48-3 4-acetoxymethylpyridine 
• 74-88-4 methyl iodide 

Downstream Products

• 108-89-4 picoline 

Relevant academic research and scientific papers

4-methoxymethylpyridine synthesis method

The invention relates to the field of organic chemistry, particularly to a 4-methoxymethylpyridine synthesis method, which comprises: carrying out a bromination reaction on 4-methylpyridine as a raw material to obtain 4-bromo-methylpyridine; carrying out a reaction on the 4-bromo-methylpyridine and trimethylamine to obtain (4-pyridylmethyl)trimethyl ammonium bromide; and dissolving the (4-pyridylmethyl)trimethyl ammonium bromide in methanol, adding sodium methoxide, and carrying out heating reflux for 1 h in the presence of nitrogen to obtain the 4-methoxymethylpyridine. According to the invention, by using the synthesis method, 4-methylpyridine is used as the raw material, and is subjected to the bromination reaction to obtain 4-bromo-methylpyridine, the 4-bromo-methylpyridine reacts withtrimethylamine to obtain (4-pyridylmethyl)trimethyl ammonium bromide, and finally the (4-pyridylmethyl)trimethyl ammonium bromide reacts with sodium methoxide to obtain the 4-methoxymethylpyridine; and the synthesis method is high in total yield, cheap in raw material price, short in reaction time, mild in condition and simple in process operation.

Spin-Center Shift-Enabled Direct Enantioselective α-Benzylation of Aldehydes with Alcohols

Nature routinely engages alcohols as leaving groups, as DNA biosynthesis relies on the removal of water from ribonucleoside diphosphates by a radical-mediated "spin-center shift" (SCS) mechanism. Alcohols, however, remain underused as alkylating agents in synthetic chemistry due to their low reactivity in two-electron pathways. We report herein an enantioselective α-benzylation of aldehydes using alcohols as alkylating agents based on the mechanistic principle of spin-center shift. This strategy harnesses the dual activation modes of photoredox and organocatalysis, engaging the alcohol by SCS and capturing the resulting benzylic radical with a catalytically generated enamine. Mechanistic studies provide evidence for SCS as a key elementary step, identify the origins of competing reactions, and enable improvements in chemoselectivity by rational photocatalyst design.

Synthesis of Diarylated 4-Pyridylmethyl Ethers via Palladium-Catalyzed Cross-Coupling Reactions

The direct arylation of weakly acidic sp3-hybridized C–H bonds via deprotonated cross-coupling processes (DCCP) is a challenge. Herein, a palladium(NIXANTPHOS)-based catalyst for the monoarylation of 4-pyridylmethyl 2-aryl ethers to generate di

Synthesis method for 4-methoxy methylpyridine

The invention belongs to the field of organic chemistry and particularly relates to a synthesis method for 4-methoxy methylpyridine. The method comprises the following steps of adopting 4-methylpyridine as a raw material and obtaining 4-bromo-methylpyridine through bromination reaction; reacting the 4-bromo-methylpyridine with trimethylamine to obtain (4-pyridylmethyl) trimethyl ammonium bromide; and dissolving the (4-pyridylmethyl) trimethyl ammonium bromide into methanol, adding sodium methylate, carrying out heating reflux under nitrogen for an hour to obtain the 4-methoxy-methyl pyridine. After the synthesis method is adopted, the 4-methylpyridine is adopted as the raw material to obtain the 4-bromo-methylpyridine through the bromination reaction, and the 4-bromo-methylpyridine reacts with the trimethylamine to obtain (4-pyridylmethyl) trimethyl ammonium bromide, and the (4-pyridylmethyl) trimethyl ammonium bromide finally reacts with the sodium methylate to obtain the 4-methoxy methylpyridine. The synthesis method is high in total yield, low in raw material price, short in reaction time, mild in condition and simple in technological operation.

Synthesis of alkyl heteryl ethers from acetates under interphase catalysis conditions in a liquid/solid system

The reaction of acetates of heterocyclic alcohols with alkyl halides in the two-phase catalytic system of solid KOH/C6H6/18-crown-6 at room temperature leads selectively to the formation of the corresponding heterocyclic ethers in 32-93% yield. 1998 Plenum Publishing Corporation.