7299-91-4

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 25, p. 1699, 1960 DOI: 10.1021/jo01080a003

Upstream product

• 854859-37-3 3,5-dimethyl-4-thia-heptanedioic acid dibutyl ester 
• 18409-02-4 (E/Z)-2-butenyl butyl ether 
• 141-32-2 acrylic acid n-butyl ester 
• 1042728-32-4 1-(bis(trimethylsilyl)methyl)-3-(3-methoxyphenyl)-1-methylurea 
• 1042728-30-2 1,1,3-trimethyl-3-((trimethylsilyl)methyl)urea 
• 1042728-33-5 1-(bis(methyldiphenylsilyl)methyl)-3-(3-methoxyphenyl)-1-methylurea 
• 1042728-31-3 1-(bis(trimethylsilyl)methyl)-1-methyl-3-phenylurea 
• 2917-65-9 trimethylsilylmethyl acetate 
• 5663-03-6 [N-(trimethylsilyl)methyl]urea 
• 164024-96-8 N-Methyl-N-<(trimethylsilyl)methyl>acetamide 
• 3724-65-0 2-butenoic acid 
• 71-36-3 butan-1-ol 
• 187737-37-7 propene 

Downstream Products

• 1343491-75-7 C₂₂H₁₉ClF₃NO₇ 
• 109-21-7 butyl butyrate 
• 71-36-3 butan-1-ol 
• 589-81-1 3-methylheptane 
• 142-96-1 dibutyl ether 
• 187737-37-7 propene 
• 141-32-2 acrylic acid n-butyl ester 
• 107-01-7 butene-2 
• 28790-86-5 2,3,4-trimethylcyclopent-2-en-1-one 

Relevant academic research and scientific papers

Acrylates via Metathesis of Crotonates

Crotonic acid has the potential to be produced from renewable resources at low cost but currently has a limited market. We are investigating catalytic routes to exploit the functionalities of crotonic acid to produce a range of established industrial chemicals. Here we report our work on converting crotonates to acrylates, where a cost-competitive bio-based alternative can provide a market advantage. Our optimized reaction conditions for the cross-metathesis between crotonates and ethylene resulted in an increase in catalyst turnover numbers by 2 orders of magnitude compared with literature values. Control experiments showed the cross-metathesis with ethylene to be an equilibrium reaction. The turnover-number-limiting factor was found to be the stability of the metathesis catalyst.

Efficient, stable, and reusable Lewis acid-surfactant-combined catalyst: One-pot Biginelli and solvent-free esterification reactions

Cerium(III) trislaurylsulfonate (Ce(LS)3), a Lewis acid and surfactant combined catalyst, was prepared and characterized by SEM, SEM-EDX, XRD, NMR, FT-IR, TG, and elemental analysis. Ce(LS)3 was found to be stable and efficient to catalyze one-pot Biginelli and solvent-free esterification reactions. Furthermore, Ce(LS)3 is easy to recycle after reaction by pouring into cold water and filtration. Present work will shed deep insight into the understanding of the catalytic nature of LASCs, and extend its application in important organic transformations.

Catalytic amide-mediated methyl transfer from silanes to alkenes in Fujiwara-Moritani oxidative coupling

(Chemical Equation Presented) Intramolecular assistance: Carbon-bound trimethylsilyl groups are activated intramolecularly by a carbonyl group and can participate in Heck reactions under oxidative conditions. Good stereoselectivities are obtained for a range of di-and trisubstituted alkenes (see example).

Electrocatalytic Oxidation of Allylic Ethers, Dihydropyran and Phenol Using a Polypyridyl Complex of Ruthenium(IV)

An electrocatalytic procedure is described for the oxidation of allyl butyl ether, (E/Z)-2-butenyl butyl ether, dihydropyran and phenol using the ruthenium(IV) oxidant 2+.The resulting products were respectively, butyl acrylate (42percent), butyl (E/Z)-2-butenoate (53percent), 2,3-dihydro-4-pyranone (40percent) and o-benzoquinone (71percent).