Category: 4630-82-4

Some common heterocyclic compound, 4630-82-4, name is Methyl cyclohexanecarboxylate, molecular formula is C8H14O2, 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. Quality Control of Methyl cyclohexanecarboxylate

Example 5OA ; methyl 1 -(prop-2-ynyl)cyclohexanecarboxylateTo a solution of diisopropylamine (879 muL, 6.22 mmol) in anhydrous tetrahydrofuran (12 mL) at – 4O0C under nitrogen was added 1.6 M n-butyl lithium in hexane (3.9 mL, 6.22 mmol), followed by hexamethylphosphoramide (4 mL). The mixture was cooled down to – 780C and added a solution of methyl cyclohexanecarboxylate (80 7muL, 5.65 mmol) in tetrahydrofuran (4 mL) with the temperature maintained below -7O0C throughout the addition. After 15 min, propargyl bromide (80% w/w in xylene, 2.5 mL, 22.6 mmol) was added, and the reaction mixture was allowed to warm to room temperature. After 30 min, it was quenched with saturated ammonium chloride, and extracted with ethyl acetate. The organic phase was washed with water (x 4), dried over MgSO4, filtered and concentrated to get 900 mg the title intermediate as a pale brown oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4630-82-4, its application will become more common.

Reference:
Patent; ABBOTT LABORATORIES; WO2008/134690; (2008); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 4630-82-4,Some common heterocyclic compound, 4630-82-4, name is Methyl cyclohexanecarboxylate, molecular formula is C8H14O2, 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 for the catalytic hydrogenation of methyl benzoate as substrate: Under argon, a Keim autoclave was charged with [Ru Cl2(R-BINAP)(dm02] (0.01 mmol, 0.05 mol %) and S,S-DPEN (0.01 mmol, 0.05 mol %) followed by THF (2 ml) and the solution stirred for 5 minutes. Then a solution of the desired ester (20 mmol) in THF (2 ml), followed by more THF (2×1 ml), and a solution of tridecane (1 mmol) in THF (2 ml), as internal standard, followed by more THF (2×1 ml), were successively added to the autoclave. Finally, solid NaOMe (1 mmol, 5 mol %) was added and the autoclave was pressurised with hydrogen gas at 50 bars and placed in a thermostatted oil bath set at 60 C. After the mentioned time, the autoclave was removed from the oil bath, and cooled in a cold-water bath. Then, an aliquot (0.4 ml) was taken, diluted with MTBE (5 ml), washed with aq. sat. NH4Cl (5 ml), and filtered over a plug of celite and analyzed by GC.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl cyclohexanecarboxylate, its application will become more common.

Reference:
Patent; Saudan, Lionel; Saudan, Christophe; Saudan, Michel Alfred Joseph; Saudan, Sylvia Joyeuse Adelaide Ada; US2010/286452; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 4630-82-4, name is Methyl cyclohexanecarboxylate, A new synthetic method of this compound is introduced below., Formula: C8H14O2

Several others esters (see Table 3) were hydrogenated under identical conditions as reported in Table 4 with RuCl2(L-I)2. The reaction conditions were identical to those reported above for methyl benzoate.Table 3: Structure and name of substrates used EPO Table 4: Results obtained using the general conditions described above EPO Conversion: (in %, analysed by GC after silylation) of ester to alcohol after 2h 30min. Reaction conditions: Substrate (20 mmol), H2 gas (50 bars), RuCl2(L-I)2 0.05 mol%, NaOMe 10 mol%, THF (14 mL) at 1000C during 2h 30min.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; FIRMENICH SA; WO2006/106483; (2006); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 4630-82-4, A common heterocyclic compound, 4630-82-4, name is Methyl cyclohexanecarboxylate, molecular formula is C8H14O2, 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.

Step 1 : 1 -Allyl-cyclohexanecarboxylic acid methyl esterTo a solution of diisopropylamine (10 mL, 72 mmol) in tetrahydrofuran (100 mL) pre-cooled to -69C was added a 2.5 M solution of n-butyllithium in hexanes (29 mL, 72 mmol) dropwise. Following addition, the reaction mixture was warmed to 0C for 30 min and then re-cooled to -70C. To this mixture was added a solution of methyl cyclohexane carboxylate (8.9 mL, 60 mmol) in tetrahydrofuran (30 mL) dropwise. After stirring for 30 min, a solution of allyl iodide (7.2 mL, 78 mmol) in HMPA (5 mL) was added dropwise. The cooling bath was removed to allow the mixture to warm to 20C. After 1 .5 h, the reaction mixture was poured into H2O (200 mL). The two layers were separated and the aqueous layer was extracted with Et2O (100 mL). The organic layers were combined and dried over K2CO3, filtered and concentrated to afford 1 1 g of the title compound as an oil.

The synthetic route of 4630-82-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANOFI; GAO, Zhongli; HALL, Daniel; STEFANY, David; WO2011/143163; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 4630-82-4 as follows. Computed Properties of C8H14O2

Example 5; Catalytic hydrogenation of various esters using complex [RuCyT?-BINAP)(S,S-DPEN)]; General procedure for the catalytic hydrogenation of methyl benzoate as substrate: Under argon, a Keim autoclave was charged with [RuCl2(i?-BINAP)(dmf)2] (0.01 mmol, 0.05 mol%) and S5S-DPEN (0.01 mmol, 0.05 mol%) followed by THF (2 ml) and the solution stirred for 5 minutes. Then a solution of the desired ester (20 mmol) in THF (2 ml), followed by more THF (2 x 1 ml), and a solution of tridecane (1 mmol) in THF (2 ml), as internal standard, followed by more THF (2 x 1 ml), were successively added to the autoclave. Finally, solid NaOMe (1 mmol, 5 mol%) was added and the autoclave was pressurised with hydrogen gas at 50 bars and placed in a thermostatted oil bath set at 600C. After the mentioned time, the autoclave was removed from the oil bath, and cooled in a cold-water bath. Then, an aliquot (0.4 ml) was taken, diluted with MTBE (5 ml), washed with aq. sat. NH4Cl (5 ml), and filtered over a plug of celite and analyzed by GC.Table 5 : Hydrogenation of various esters using complex [RuCl^-BINAPX^S-DPEN)]Com/Base: molar ratio in ppm relative to the substrate of complex and base. GC: percent of product analysed by GC in the crude reaction mixture. Reaction conditions: H2 gas (50 bars), 600C, NaOMe as base and THF (2 M).

According to the analysis of related databases, 4630-82-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; FIRMENICH SA; WO2008/65588; (2008); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 4630-82-4, name is Methyl cyclohexanecarboxylate, 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. 4630-82-4

60%-NaH (4.65g, 0. 116MOL) was suspended in DME (70mL) and then heated to 70C under reflux. Subsequently, a solution of cyclohexane carboxylic acid methyl ester (5. 00g, 0. 0352MOL) and 2-methyl-3-oxo-butyric acid ethyl ester (90%, 6.20g, 0. 0387MOL) diluted with DME (30mL) was added thereto over 45 minutes and then heated under reflux for 18 hours. After the resulting solution was cooled down to room temperature, the solvent was distilled off under reduced pressure. Then, water (50mL) was added thereto and the resulting solution was stirred for 2 hours. After a 2N HCl solution was added thereto for acidification followed by extraction with ethyl acetate (50MLX 2), the resulting organic layer was washed with a saturated NACI solution (50ML). The organic layer was dried over MGSO4, filtered, and then concentrated under a reduced pressure. The resulting residue was purified by recrystallization from ethyl acetate/n-hexane to obtain white solid (4.80g, 66%). ‘H-NMR (CDCL) ; 6 = 8. 46 (brs, 1H), 6.02 (s, 1H), 2.35 (m, 1H), 1.96 (s, 3H), 1.90- 1. 15 (m, 10H). MS = 209 [M+H], 231 [M+Na]

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 4630-82-4.

Reference:
Patent; C & C RESEARCH LABORATORIES; WO2004/50624; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics