The origin of a common compound about trans-Cyclohexane-1,4-diol

According to the analysis of related databases, 6995-79-5, the application of this compound in the production field has become more and more popular.

Reference of 6995-79-5, Adding some certain compound to certain chemical reactions, such as: 6995-79-5, name is trans-Cyclohexane-1,4-diol,molecular formula is C6H12O2, 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 6995-79-5.

A 5 mL microwave vial was charged with 60percent sodium hydride (70 mg, 1.750 mmol) and trans-1,4- cyclohexanediol (180 mg, 1.550 mmol), purged with nitrogen, added DMF (2 mL), and stirred the mixture for 10 min at ambient temperature. A solution of 7-(2-fluoropyridin-4-yl)-4-(2-methoxyphenyl)- 3,4-dihydro-2H-pyrano[2′,3′:4,5]imidazo[l,2-a]pyridine (151 mg, 0.402 mmol, Preparation 93) in DMF (2 mL) was added, and heated at 120 °C for 105 min. Quenched with water (50 mL), extracted twice with EtOAc, washed with 10 mL brine, and dried over NaaSOzi. Chromatographed on a Grace Reveleris 24g column, eluted with 0-100percent 3: 1 EtOAc:EtOH in 1 : 1 DCM:Heptane (30 mL/min), affording the title compound (83.4 mg, 44.0percent); lH NMR (400 MHz, DMSO- 6) delta 8.09 (dd, J = 5.4, 0.6 Hz, 1H), 7.93 (dd, J= 1.9, 1.0 Hz, 1H), 7.54 (dd, J= 9.3, 1.8 Hz, 1H), 7.50 (dd, J= 9.3, 1.0 Hz, 1H), 7.21 (ddd, J= 8.2, 7.4, 1.7 Hz, 1H), 7.09 – 7.02 (m, 2H), 6.90 (dd, J = 1.6, 0.8 Hz, 1H), 6.73 (td, J = 7.5, 1.1 Hz, 1H), 6.44 (dd, J = 7.6, 1.7 Hz, 1H), 4.95 – 4.85 (m, 1H), 4.82 (dd, J= 6.2, 3.5 Hz, 1H), 4.54 (d, J= 4.2 Hz, 1H), 4.25 (ddd, J = 11.2, 4.8, 3.2 Hz, 1H), 3.95 (td, J = 11.0, 2.1 Hz, 1H), 3.87 (s, 3H), 3.52 – 3.42 (m, 1H), 2.42 – 2.31 (m, 1H), 2.09 – 2.02 (m, 1H), 2.02 – 1.93 (m, 2H), 1.84 – 1.75 (m, 2H), 1.46 – 1.32 (m, 2H), 1.32 – 1.18 (m, 2H). MS (ESI+) m/z 472 (M+H). LC/MS (Table 1, ab) Rt = 0.86 min; MS m/z: 472 (M+H)+ (TNF ICso = A).

According to the analysis of related databases, 6995-79-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ABBVIE INC.; BREINLINGER, Eric, C.; COX, Phil, B.; DAANEN, Jerome; DIETRICH, Justin; DJURIC, Stevan; DOMBROWSKI, Amanda, W.; FRANK, Kristine, E.; FRIEDMAN, Michael, M.; GOMTSYAN, Arthur; LI, Huan-Qui; LONGENECKER, Kenton; OSUMA, Augustine; ROWLEY, Ann, Marie; SCHMIDT, Robert; VASUDEVAN, Anil; WILSON, Noel; (378 pag.)WO2016/168641; (2016); A1;,
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Alcohols – Chemistry LibreTexts

Extracurricular laboratory: Synthetic route of trans-Cyclohexane-1,4-diol

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 6995-79-5, trans-Cyclohexane-1,4-diol.

Related Products of 6995-79-5, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 6995-79-5, name is trans-Cyclohexane-1,4-diol. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of trans-1,4-cyclohexanediol (504.0 mg, 4.34 mmol) in anhydrous DMF (4 mL) was added NaH (139.0 mg, 3.47 mmol, 60percent in mineral oil) at 0° C. and then stirred at 0° C. for 1 h. The compound from step 1 (100.0 mg, 0.29 mmol) was added. The mixture was stirred at 0° C. for 0.5 h and then at r.t. 18 hrs. It was then quenched with MeOH (4 mL) and filtered. The filtrate was purified by prep-HPLC to give the title compound (37.0 mg, 30.0percent) as an off-white solid. 1H NMR (CDCl3, 40 MHz) delta 8.51 (d, J=7.6 Hz, 1H), 7.94 (dd, J1=8.8 Hz, J2=2.4 Hz, 1H), 7.83 (d, J=2.0 Hz, 1H), 7.56 (t, J=6.8 Hz, 1H), 7.51 (t, J=6.8 Hz, 1H), 7.16 (d, J=7.6 Hz, 1H), 7.11 (d, J=8.8 Hz, 1H), 7.05 (s, 1H), 4.43-4.18 (m, 1H), 3.67 (s, 3H), 3.65-3.62 (m, 1H), 3.16 (q, J=7.6 Hz, 2H), 2.00-1.90 (m, 2H), 1.71-1.65 (m, 2H), 1.42-1.30 (m, 7H). LCMS (M+H)+=442.0 (M+1)+

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 6995-79-5, trans-Cyclohexane-1,4-diol.

Reference:
Patent; Bennett, Michael John; Betancort, Juan Manuel; Boloor, Amogh; Kaldor, Stephen W.; Stafford, Jeffrey Alan; Veal, James Marvin; US2015/111885; (2015); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

New downstream synthetic route of trans-Cyclohexane-1,4-diol

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. 6995-79-5, trans-Cyclohexane-1,4-diol, other downstream synthetic routes, hurry up and to see.

Electric Literature of 6995-79-5 ,Some common heterocyclic compound, 6995-79-5, molecular formula is C6H12O2, 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.

To a solution of (1 r,4r)-cyclohexane-1 ,4-diol (3 g, 25.8 mmol) and (0875) imidazole(2.64 g, 38.7 mmol) in DMF (30 mL) was added TBS-CI (4.28 g, 28.4 mmol) The mixture was stirred at rt for 3 day. The mixture was diluted with water (150 mL), extracted with DCM three times. The organic layers were combined, dried over magnesium sulfate, filtered and concentrated in vacuum (high vacuum at 70C to remove most DMF ) to afford a light oil. The residue was loaded purified by CombiFlash, eluted with methanol in DCM (0-5%, 30 min). Collected the desired fraction and concentrated in vacuum to afford the title compound (6 g, 80%) as colorless syrup. 1 H NMR (400 MHz, DMSO-d6) delta 3.72 – 3.35 (m, 2H), 1 .80 – 1 .58 (m, 4H), 1 .37 – 1 .06 (m, 4H), 0.82 (s, 9H), 0.00 (s, 6H).

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. 6995-79-5, trans-Cyclohexane-1,4-diol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; DU-CUNY, Lei; XIAO, Qitao; XUN, Guoliang; ZHENG, Qiangang; (204 pag.)WO2018/234978; (2018); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts