208188-23-2

Usage

General Description

4-(tert-Butyl)-N-methoxy-N-methylbenzamide is a chemical compound with the molecular formula C13H19NO2. It is a derivative of benzamide, containing a tert-butyl group and a methoxy group attached to the nitrogen atom. 4-(tert-Butyl)-N-methoxy-N-methylbenzamide is commonly used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals. It is also utilized in the production of dyes, pigments, and other organic compounds. The presence of the tert-butyl and methoxy groups contributes to the compound's stability and functionality, making it valuable for a range of industrial applications. Additionally, it is important to handle this chemical with care and follow proper safety precautions due to its potential hazards.

Upstream product

• 104-92-7 1-bromo-4-methoxy-benzene 
• 6638-79-5 N,O-dimethylhydroxylamine*hydrochloride 
• 13939-06-5 molybdenum hexacarbonyl 
• 15226-74-1 dicobalt octacarbonyl 
• 3972-65-4 1-bromo-4-tert-butylbenzene 
• 247018-51-5 4-t-butylphenyl 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate 
• 1710-98-1 p-tert-butyl benzoyl chloride 
• 1117-97-1 N,0-dimethylhydroxylamine 
• 98-73-7 4-(1,1-dimethylethyl)benzoic acid 
• 192436-83-2 4-bromo-N-methoxy-N-methylbenzamide 

Downstream Products

• 347346-94-5 1-(4-tert-Butylphenyl)-3-(dimethylamino)propan-1-one 
• 39528-62-6 3-(4-tert-butylphenyl)-3-oxopropanenitrile 
• 121149-70-0 1-[4-(1,1-dimethylethyl)phenyl]-2-phenylethanone 
• 545394-17-0 C₁₇H₂₄O₃ 
• 50807-17-5 1‐(4‐tert‐butylphenyl)‐2,2‐dichloroethan‐1‐one 
• 936078-06-7 2,2‐dibromo‐1‐(4‐tert‐butylphenyl)ethan‐1‐one 

Relevant academic research and scientific papers

Rhoda-Electrocatalyzed Bimetallic C?H Oxygenation by Weak O-Coordination

Rhodium-electrocatalyzed arene C?H oxygenation by weakly O-coordinating amides and ketones have been established by bimetallic electrocatalysis. Likewise, diverse dihydrooxazinones were selectively accessed by the judicious choice of current, enabling twofold C?H functionalization. Detailed mechanistic studies by experiment, mass spectroscopy and cyclovoltammetric analysis provided support for an unprecedented electrooxidation-induced C?H activation by a bimetallic rhodium catalysis manifold.

Phase-Transfer Catalyzed Asymmetric [4 + 1] Annulations for the Synthesis of Chiral 2,2-Disubstituted Tetrahydrothiophenes

An efficient catalytic asymmetric [4 + 1] reaction, which features the use of simple β-keto esters as one-carbon nucleophiles and 5-succinimidothio-pent-2-enoates as four-atom bielectrophiles, has been developed in the presence of a bifunctional chiral ph

Iminyl Radicals by Reductive Cleavage of N-O Bond in Oxime Ether Promoted by SmI2: A Straightforward Synthesis of Five-Membered Cyclic Imines

A new generation method of N-centered radicals from the reductive cleavage of the N-O bond in oxime ether promoted by SmI2 is reported for the first time. The in-situ-generated N-centered radicals underwent intramolecular cyclization to afford five-membered cyclic imines in two manners: N-centered radical addition and N-centered anion nucleophilic substitution. From a synthetic point of view, an efficient synthetic method of five-membered cyclic imines was developed. A mechanism of the transformation was proposed.

Mo(CO)6 as a Solid CO Source in the Synthesis of Aryl/Heteroaryl Weinreb Amides under Microwave-Enhanced Condition

The facile transformation of aryl/heteroaryl nonaflates into corresponding amides via Pd-catalyzed aminocarbonylation using Mo(CO)6 as a solid CO source under microwave-enhanced condition is reported. The method was found to be tolerant with respect to a

Palladium-Catalyzed, ortho-Selective C-H Halogenation of Benzyl Nitriles, Aryl Weinreb Amides, and Anilides

A palladium-catalyzed, ortho-selective C-H halogenation methodology is reported herein. The highlight of the work is the highly selective C(sp2)-H functionalization of benzyl nitriles in the presence of activated C(sp3)-H bond, which results in good yields of the halogenated products with excellent regioselectivity. Along with benzyl nitriles, aryl Weinreb amides and anilides have been evaluated for the transformation using aprotic conditions. Mechanistic studies yield interesting aspects with respect to the pathway of the reaction and the directing group abilities.

Enabling the Cross-Coupling of Tertiary Organoboron Nucleophiles through Radical-Mediated Alkyl Transfer

The construction of quaternary centers is a common challenge in the synthesis of complex materials and natural products. Current cross-coupling strategies that can be generalized for setting these centers are sparse and, when known, are typically predicated on the use of reactive organometallic reagents. To address this shortcoming a new, photoredox-Ni dual catalytic strategy for the cross-coupling of tertiary organoboron reagents with aryl halides is reported. In addition to details on the cross-coupling scope and limitations, full screening efforts and mechanistic experiments are communicated.

Synthesis of Difluoromethyl Ketones from Weinreb Amides, and Tandem Addition/Cyclization of o-Alkynylaryl Weinreb Amides

[Difluoro(phenylsulfanyl)methyl]trimethylsilane (PhSCF2SiMe3) underwent a fluoride-induced nucleophilic addition to the carbonyl group of Weinreb amides to provide the corresponding difluoro(phenylsulfanyl)methyl ketones. These were

One-Pot Direct Synthesis of Weinreb Amides from Aryl and Hetero Aryl Halides Using Co 2(CO) 8 as an Effective CO Source under Conventional Thermal Heating

A successful protocol for the synthesis of Weinreb amides directly from aryl halides via aminocarbonylation with N,O-dimethyl hydroxylamine using Co2(CO)8 as an in situ CO source has been demonstrated. The effects of various reaction parameters such as temperature, base, and CO source have also been investigated and optimized. GRAPHICAL ABSTRACT.

A Weinreb amide approach to the synthesis of trifluoromethylketones

A novel route to access trifluoromethylketones (TFMKs) from Weinreb amides is reported. This represents the first documented case of the Ruppert-Prakash reagent (TMS-CF3) reacting in a constructive manner with an amide and enables synthesis of TMFKs without risk of over-trifluoromethylation.

Synthesis and pharmacological evaluation of 3-aryl-3-azolylpropan-1-amines as selective triple serotonin/norepinephrine/dopamine reuptake inhibitors

A series of 3-aryl-3-azolylpropan-1-amines was prepared and screened for its capability of inhibiting monoamine reuptake. Analogs with nanomolar potency, good human in vitro microsomal stability, and low drug-drug interaction potential were described. In