* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Reference:
[1] Journal of Organic Chemistry, 1953, vol. 18, p. 806,808[2] Organic Syntheses, 1963, vol. Coll. Vol. IV, p. 582
15
[ 51586-20-0 ]
[ 13651-14-4 ]
Reference:
[1] Chemische Berichte, 1959, vol. 92, p. 1662,1664
16
[ 50-00-0 ]
[ 60-29-7 ]
[ 13651-14-4 ]
Reference:
[1] Journal of the American Chemical Society, 1940, vol. 62, p. 2639,2641
[2] Bulletin de la Societe Chimique de France, 1948, p. 91,92
[3] Helvetica Chimica Acta, 1936, vol. 19, p. 412,415
17
[ 13651-14-4 ]
[ 81093-21-2 ]
Reference:
[1] Journal of Natural Products, 2014, vol. 77, # 9, p. 2134 - 2137
[2] Helvetica Chimica Acta, 1990, vol. 73, # 1, p. 48 - 62
[3] Bulletin de la Societe Chimique de France, 1950, p. 340,344
[4] Zeitschrift fuer Naturforschung, 1951, vol. 6b, p. 246,248
[5] Organic and Biomolecular Chemistry, 2013, vol. 11, # 9, p. 1463 - 1467
To a refluxing THF solution (0.5 M) of 2,3-dimethylbenzoic acid (1 eq.) was added dropwise neat borane-methyl sulfide complex (1.25 eq.) over a period of 10 min. After the completion of addition, the resulting mixture was heated at reflux for another 2 h. The reaction mixture was then cooled to RT, diluted with ether and carefully quenched with 10% aq. HCl. The aqueous layer was separated and back-extracted with ether. The combined organic extracts were washed further with 1 N aq. NaOH and brine, dried over Na2SO4, filtered and the filtrate concentrated in vacuo. Further purification of the crude product thus obtained by way of column chromatography (SiO2, CH2Cl2) afforded the title compound as a white solid.
...ein R6 represents a methyl or ethyl group substituted with at least one member selected from the aryl group which may be substituted as defined above, a cyano group; or the alkynyl group, include, for example, aralkyl alcohols such as: benzyl alcohol, 2-methyl-3-phenylbenzyl alcohol, ... 2-(4-fluoro-3-phenoxyphenyl)-2-hydroxyethanenitrile, (2-methylphenyl)methyl alcohol, (3-methylphenyl)methyl alcohol, (4-methylphenyl)methyl alcohol, (2,3-dimethylphenyl)methyl alcohol, (2,4-dimethylphenyl)methyl alcohol, (2,5-dimethylphenyl)methyl alcohol, (2,6-dimethylphenyl)methyl alcohol, ...
N-Isopropyl-N-[3-(piperidinomethyl)phenyl]-3-[3-(2,3-dimethylbenzyl)-2-dicyanomethylidene imidazolidin-1-yl]propionamide[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
32%
With 2,2'-azobis(isobutyronitrile); triphenylphosphine; In tetrahydrofuran; at 0 - 20℃; for 12.0h;
Compound M (0.040 g) obtained in Reference Example 13 and <strong>[13651-14-4]2,3-<strong>[13651-14-4]dimethylbenzyl alcohol</strong></strong> (0.11 g) were dissolved in tetrahydrofuran (0.50 mL). Triphenylphosphine (0.21 g) and diethyl azodicarboxylate (0.12 mL) were added thereto under ice-cooling, followed by stirring at room temperature for 12 hours. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel preparative thin layer chromatography (hexane:ethyl acetate:triethylamine=5:10:1) to give Compound 14 (0.016 g, 32%) as a pale yellow oily substance. [0315] 1H NMR (270 MHz, CDCl3) delta7.50-7.38 (2H, m), 7.30-6.94 (5H, m), 4.96 (1H, septet), 4.86-4.66 (2H, m), 3.88-3.50 (6H, m), 3.38-3.22 (2H, m), 2.52 (4H, m), 2.46-2.30 (2H, m), 2.29 (3H, s), 2.17 (3H, s), 1.68 (4H, m), 1.49 (2H, m), 1.07 (6H, d). [0316] MASS (m/e) 539 [(M+H)+]
With triethylamine; In dichloromethane; at 0℃; for 0.333333h;
To a dichloromethane solution (0.2 M) of <strong>[13651-14-4](2,3-dimethylphenyl)methanol</strong> (1 eq.) from the previous step was added triethylamine (1.2 eq.) and then methanesulfonyl chloride (1.1 eq.) at 0 0C. The reaction mixture was stirred at 0 0C for 20 min before it was quenched with sat. aq. NaHCO3. The aqueous layer was separated and back-extracted with dichloromethane. The combined organic extracts were then dried over Na2SO4, filtered and the filtrate concentrated in vacuo to furnish the title compound as a colorless oil.
7-(2,3-dimethylphenyl)-6H,7H-naphtho[1,2:5,6]pyrano[3,2-c]chromen-6-one[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
83%
With ammonium cerium (IV) nitrate; 1,2-dimethyl-3-[4-(1,2-dimethyl-1H-imidazol-3-ium-3-yl)butyl]-1H-imidazol-3-ium dibromide; In neat (no solvent); at 20℃; for 2.0h;
General procedure: A mixture containing benzyl alcohol(1 mmol), beta-naphthol (1 mmol), 4-hydroxycoumarin(1 mmol), 4 mmol % of [BDBDMIm]Br, and 0.05 g of CAN was stirred at room temperature for the requiredreaction times. Progress of the reaction was monitoredby TLC (EtOAc : petroleum ether, 1 : 3). Uponcompletion of the process the product was extractedwith CHCl3/H2O. The organic phases was separatedand the solvent evaporated. Crystallization of theresidue gave the pure product. The aqueous phase wasconcentrated under reduced pressure, washed withEt2O, and evaporated under reduced pressure torecover the ionic liquid for subsequent use.
In water; at 150℃; under 26252.6 Torr;Inert atmosphere;
In a fixed-bed reactor having an inner diameter of 10 mm, 1 g of the Cu5wt%-Pd4wt%-K5wt%/Al203 catalyst prepared in Example 1 was charged in a constant temperature zone of the reaction tube, and both ends were filled with quartz sand and quartz wool to ensure the reaction. The airflow was stable and evenly distributed. The sealing device was reductively activated with hydrogen (25 ml/min) at 350 C for 7 hours. Then change the carrier gas to argon and the argon flow was adjusted to 200ml/h and pressure to 3.5MPa. Then the temperature was adjusted to 150C; The reaction was started by continuously feeding o-nitroaniline:fatty alcohol:distilled water according to a mass ratio of 1:12:10 with a high pressure pump. The feed flow of o-nitroaniline, fatty alcohol, and distilled water was 0.7 g/liter/h. After the reaction product was cooled by the condenser and then entered the gas-liquid separator, the liquid product was collected. The results of the experiments with different fatty alcohols are shown in Table 2.