Category: 3195-24-2

Adding a certain compound to certain chemical reactions, such as: 3195-24-2, name is Diethyl 2,2-diallylmalonate, belongs to esters-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 3195-24-2, Product Details of 3195-24-2

Example 6: Comparison of Standard Activity Tests of the Ruthenium tetrasubstituted NHC complex H6 (see Example 3f) to the Ruthenium gem di-substituted NHC complex H8 (see Example 3h) for Ring Closing Metathesis (RCM), Cross Metathesis (CM) and Ring-Opening Metathesis Polymerization (ROMP) reactions. [0098] Example 6a. RCM Reactions: All tests were performed according to the experimental procedure described by Ritter et al. (see Ritter, T.; Heji, A.; Wenzel, A.; Funk, T. W. ; Grubbs, R. H., Organometallics, 2006, 25, 5740.) See Figure 7a, 7b and 7c. CD2CI2, 300C C6D6, 60uC(%)EtO2C CO2Et EtO2C CO2Et Catalyst Ytefd catalyst (1 mo. %)1) solvent, temperature O HO 99% {30 mi?) v-_. – / H6 95% (2h) 98% (5 mm)R7 R8 H8 95% (4h) 95% (10 min) EtO2C CO2Et EtO2C CO2EtHO 6% (96h) 30% (24 min) catalyst (5 mol %) H6 95% (4h) 98% {20 min)3) X ^?~ h P=^r ssoollvveenntt,, t teemmppeerraattuurree y H O H8 no reaction 55% (31 h)R11 R12

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Diethyl 2,2-diallylmalonate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MATERIA, INC.; CALIFORNIA INSTITUTE OF TECHNOLOGY; WO2009/126831; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 3195-24-2, These common heterocyclic compound, 3195-24-2, name is Diethyl 2,2-diallylmalonate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: In a 10 mL tube, the supported catalyst (0.002 mmol Ru) was dried for 1 h under vacuum (1.0 mbar). Then a solution of diene (0.1 mmol) in dry and degassed solvent (1 mL) was transferred via a cannula to the tube containing the catalyst under argon. The resulting suspension was stirred at the target temperature and the conversion was monitored by GC until the end of the experiment. At this time, the stirring was stopped, the material was left to settle and the solution was filtered via a cannula under nitrogen. The recovered catalyst was washed with dry and degassed solvent (3×3 mL), dried under vacuum and directly used in the next cycle. The filtrates were concentrated under reduced pressure to afford the corresponding RCM product, whose yield was determined by 1H NMR spectroscopy.

The synthetic route of 3195-24-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Monge-Marcet, Amalia; Pleixats, Roser; Cattoen, Xavier; Wong Chi Man, Michel; Tetrahedron; vol. 69; 1; (2013); p. 341 – 348;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 3195-24-2,Some common heterocyclic compound, 3195-24-2, name is Diethyl 2,2-diallylmalonate, molecular formula is C13H20O4, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A study of the RC of several substrates has also been carried out. Reactions were run in toluene at 80C in the presence of 1 to 5 mol% of cis-2, the higher catalyst loading being only necessary for the formation 17 featuring a tetra-substituted double bond (Table 4 below, entry 3). The RCM of unhindered malonate derivatives was achieved in short reaction times (less than 1 hour) and in good yields. Indeed, di- and tri-substituted cyclopentenes 15 and 9 were obtained in quantitative yields (entries 1 & 2). Nevertheless, highly constrained substrate 16 could not be cyclized with full conversion, even after 24h at 80C, and was isolated in 70% yield (entry 3). Finally, 6- and 7-membered rings 19 and 21 were obtained in respectively 96 and 87% yield, and no increase in reaction time compared to 5-membered ring 15 (entries 4 & 5). Of note, a dilution to 0.05M was necessary to obtain 21 without observing parallel formation of polymers. We next attempted the RCM of cyano analogues 24 and 26 (entries 6 & 7). Non-hindered cyclopentene 23 was isolated in good yield (88%), indicating that the presence of potentially chelating cyano groups was not detrimental to catalysis. Nevertheless, cis-2 was unable to promote the formation of 25, the starting material remaining unreacted. Tosylamine-based olefins were next investigated. The cyclization of these compounds was found very efficient regardless of hindrance and ring size. Indeed, 5-, 6- and 7-membered compounds 7, 27 and 29 were isolated in excellent yields (entries 8-10), albeit a slight increase in reaction time was needed for larger rings. Catalyst loading of only 2 mol% was necessary to achieve the cyclizations of 30 and 32 to obtain tetrasubstituted 5- and 6-membered rings 31 and 33 in good yields (entries 11 & 12), even so 5 hours of reaction were needed for dihydropyrrole 31. Amide and ether-based substrates were also efficiently cyclized, with yields spanning from 80% to 99% (entries 13-17). Increasing the ring size to 6 or 7 members was not detrimental, as products 39, 41 and 43 were obtained excellent yields in less than 1 hour (entries 15-17). From this study, catalyst c/s-2 seemed to be highly tolerant to functionalities and able to effect RCM easily.This utility of the complexes of the invention is illustrated further in figure 4 which shows RCM of compound 30 (table 4 entry 11 ) in toluene at 80C carried out with a range of Ru complexes. Trans or cis-2 both rapidly produce a high conversion whereas prior art complexes Hov-ll, G-ll, M2 (structures shown in Scheme 1 ) and M31 (which is the pyridine complex 1 in scheme 2) did not produce any better than about 60% conversion (complex M2) under these conditions

The synthetic route of 3195-24-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITY COURT OF THE UNIVERSITY OF ST ANDREWS; CAZIN, Catherine; WO2011/117571; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics