3613-53-4

Usage

Appearance

White to off-white solid

Usage

a. Synthesis of pharmaceuticals
b. Synthesis of organic compounds

Application

Reagent in organic synthesis

Hazards

a. Skin irritant
b. Eye irritant

Safety precautions

a. Handle with caution
b. Use proper protective equipment (gloves, goggles, etc.) to avoid adverse health effects

Upstream product

• 105-13-5 4-Methoxybenzyl alcohol 
• 100-51-6 benzyl alcohol 
• 100-39-0 benzyl bromide 
• 123-11-5 4-methoxy-benzaldehyde 
• 824-94-2 p-methoxybenzyl chloride 
• 100-44-7 benzyl chloride 
• 67-56-1 methanol 
• 14642-79-6 benzyloxy-trimethylsilane 
• 623-12-1 4-chloromethoxybenzene 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 3587-60-8 Benzyloxymethyl chloride 
• 19013-30-0 p-methoxyphenyl mesylate 
• 104-21-2 p-methoxybenzyl acetate 
• 2746-25-0 p-Methoxybenzyl bromide 

Downstream Products

• 104-93-8 p-methylanizole 
• 1657-55-2 1,2-bis(4-methoxyphenyl)ethane 
• 108-88-3 toluene 
• 2749-70-4 bis(benzyloxy)methane 
• 31600-55-2 benzyl methoxymethyl ether 
• 100-51-6 benzyl alcohol 
• 100-52-7 benzaldehyde 
• 123-11-5 4-methoxy-benzaldehyde 
• 105-13-5 4-Methoxybenzyl alcohol 
• 83318-92-7 ethyl p-methoxybenzyl sulfide 
• 351-70-2 benzyl trifluoroacetate 
• 831-91-4 Benzyl phenyl sulfide 
• 5023-67-6 4-methoxybenzyl phenyl sulfide 
• 6316-54-7 4-methoxy-benzoic acid benzyl ester 

Relevant academic research and scientific papers

Scalable Aerobic Oxidation of Alcohols Using Catalytic DDQ/HNO3

A selective, practical, and scalable aerobic oxidation of alcohols is described that uses catalytic amounts of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) and HNO3, with molecular oxygen serving as the terminal oxidant. The method was successfully applied to the oxidation of a wide range of benzylic, propargylic, and allylic alcohols, including two natural products, namely, carveol and podophyllotoxin. The conditions are also applicable to the selective oxidative deprotection of p-methoxybenzyl ethers.

INSECTICIDAL COMPOSITION

PROBLEM TO BE SOLVED: To provide a composition that can exhibit effective insecticidal action on insect pests. SOLUTION: An insecticidal composition comprises, e.g., a compound represented by general formula (1) in the figure. [R1 is a C1-10 alkyl group or the like, where the alkyl group and the like may be substituted with a halogen atom or the like; R2 is a hydrogen atom or the like, or R2 may bind a methoxy group binding a carbon atom adjacent to a carbon atom which R2 binds, to form a -O-CH2-O- group.] SELECTED DRAWING: None COPYRIGHT: (C)2021,JPO&INPIT

Methoxymethylation and benzyloxymethylation of aryl bromides

The methoxymethylation and benzyloxymethylation of aryl bromides methodology was reported here. The transition metal free, high yielding one pot procedure will be useful for synthetic community.

Auto-Tandem Catalysis with Frustrated Lewis Pairs for Reductive Etherification of Aldehydes and Ketones

Herein we report that a single frustrated Lewis pair (FLP) catalyst can promote the reductive etherification of aldehydes and ketones. The reaction does not require an exogenous acid catalyst, but the combined action of FLP on H2, R-OH or H2O generates the required Br?nsted acid in a reversible, “turn on” manner. The method is not only a complementary metal-free reductive etherification, but also a niche procedure for ethers that would be either synthetically inconvenient or even intractable to access by alternative synthetic protocols.

INSECTICIDAL COMPOSITION

PROBLEM TO BE SOLVED: To provide a composition that can exhibit effective insecticidal action on pests. SOLUTION: An insecticidal composition comprises a compound represented by general formula (1) [R1 is a C1-10 alkyl group or the like, where the alkyl group and the like may be substituted with a halogen atom and the like; R2 is a hydrogen atom and the like, or R2 may bind a methoxy group binding a carbon atom adjacent to a carbon atom which R2 binds, to form a -O-CH2-O- group]. SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT

A gold catalytic the method for synthesizing calls the ether

The invention provides a synthetic method of asymmetrical ether in the field of organic synthesis. The general equation of reaction is defined in the specification. In the equation, R-OH is benzyl alcohol, p-methoxy benzyl alcohol, tert-butyl alcohol, diphenyl carbinol or triphenylmethanol; and R'OH is common alkyl alcohol or a compound containing hydroxyl groups. A gold catalyst required by the reaction is Ph3PAuCl, Ph3PAuNTf2, HAuCl4, NaAuCl4, Ph3PAuOTf, Ph3PAuSbF6, IPrAuCl or nano-gold. A medium required by the reaction is solvent-free, and is toluene, mesitylene, 1,2-dichloroethane, tetrahydrofuran, acetonitrile or acetone. The reaction is implemented by heating through a microwave reactor. The method has advantages as follows: raw materials are easily available; operation is simple; the range of application is wide; atom economy is good; and the reaction is green.

Gold(I)-catalyzed synthesis of unsymmetrical ethers using alcohols as alkylating reagents

A microwave-irradiated alcohol-protecting strategy based on gold catalysis utilizing benzyl alcohol, tert-butyl alcohol and triphenylmethanol as alkylating reagents has been developed. This protecting strategy has wide functional group tolerance with satisfactory yields for the majority of the selected alcohols. The mechanism of this transformation was probed with oxygen-18 isotope labelled alcohols assisted by GC-MS techniques and chemical kinetic experiments. This strategy provides an efficient, straightforward and alternative approach to the preparation of benzyl, tert-butyl and trityl ethers in organic synthesis.

Photoredox Cross-Coupling: Ir/Ni Dual Catalysis for the Synthesis of Benzylic Ethers

Single-electron transmetalation has emerged as an enabling paradigm for the cross-coupling of Csp3 hybridized organotrifluoroborates. Cross-coupling of α-alkoxymethyltrifluoroborates with aryl and heteroaryl bromides has been demonstrated by employing dual catalysis with a combination of an iridium photoredox catalyst and a Ni cross-coupling catalyst. The resulting method enables the alkoxymethylation of diverse (hetero)arenes under mild, room-temperature conditions. (Chemical Equation Presented).

Organohalide-catalyzed dehydrative O-alkylation between alcohols: A facile etherification method for aliphatic ether synthesis

Organohalides are found to be effective catalysts for dehydrative O-alkylation reactions between alcohols, providing selective, practical, green, and easily scalable homo- and cross-etherification methods for the preparation of useful symmetrical and unsymmetrical aliphatic ethers from the readily available alcohols. Mechanistic studies revealed that organohalides are regenerated as reactive intermediates and recycled to catalyze the reactions.

Proton-exchanged montmorillonite-mediated reactions of methoxybenzyl esters and ethers

Proton-exchanged montmorillonite (H-mont) was found to be an eco-friendly and cost-effective catalyst for the generation of O-methylated quinone methides (QM) from the corresponding p or o-methoxybenzyl esters and ethers. Nucleophilic trapping of the O-methylated QM with arenes, alcohols, 1,3-dicarbonyl compounds, silyl enol ethers, and allylsilanes has been carried out, respectively, leading to eco-friendly benzylation reactions. Using this protocol, H-mont-mediated deprotection of PMB-protected esters and ethers have been realized for the first time. This work would pave the way for further exploration in O-alkylated QM that are of chemical and biological significance.