- 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.
- -
-
Paragraph 0023; 0026; 0028; 0029; 0032; 0033; 0036
(2020/02/04)
-
- 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.
- Nacsa, Eric D.,MacMillan, David W. C.
-
supporting information
p. 3322 - 3330
(2018/03/13)
-
- 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.
- -
-
Paragraph 0026; 0027; 0028; 0032; 0036
(2017/11/04)
-
- 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
- Ablajan, Keyume,Panetti, Grace B.,Yang, Xiaodong,Kim, Byeong-Seon,Walsh, Patrick J.
-
supporting information
p. 1927 - 1932
(2017/06/09)
-
- 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.
- Abele,Abele,Gaukhman,Lukevics
-
-