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trans-2-(2-methoxyphenyl)-3-phenyl oxirane[ No CAS ]
2-(2-methoxyphenyl)-3-phenyloxirane[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
General procedure: Ammonium salt 6 (1 equiv.) was suspended in dry THF (0.05 M) andstirred at 40 °C. t-BuOK (4 equiv.) was added and the mixture was stirred vigorously. After 10 minutes 2 equiv. of aldehyde 2 were added and the mixture was stirred for 3 hours at 40 °C. The reaction was then quenched by addition of a half-saturated NaCl solution. After phase separation, the aqueous phase was extracted three times with DCM and the combined organic phases were dried with Na2SO4 and evaporated to dryness. Purification by columnchromatography (gradient of heptanes and EtOAc) gave the corresponding epoxides in the reported yields as a mixture of diastereomers.
2-(2-(2-methoxybenzylidene)hydrazinyl)pyrimidine[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
82%
In ethanol; for 0.0166667h;Sonication;
General procedure: Solutions of <strong>[7504-94-1]2-hydrazinylpyrimidine</strong> (70 mg; 0.64 mmol) in ethanol (3 mL), and the benzaldehyde (0.77 mmol) in ethanol (2 mL) were mixed and ultrasonically irradiated for 1.0-2.5 min. After the ultrasonic irradiation, the resulting mixture was concentrated under reduced pressure; the residue was washed with cold ethanol and water.
(1S*,2R*)-N-(2-methoxybenzyl)-2-phenylcyclopropan-1-amine[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
36%
General procedure: Trans-2-phenylcyclopropylamine hydrochloride (1.0 eq.), acetic acid (1.0eq.) and the appropriate aldehyde (0.9 eq.) were dissolved in around bottom flask in 10 mL dry DCE. The reaction mixture was stirred gently at room temperature for 2 h before sodium triacetoxyborohydride (3.0 eq.) was added in small portions to the reaction vessel. The reaction was monitored by TLC and quenched using 10 mL of an aqueous (5%) NaHCO3 solution. The organic layer was separated and the aqueous layer extracted three times with10 mL of DCE. All organic layers were combined, dried over anhydrous Na2SO4, concentrated in vacuo and purified using flash chromatography (silica gel; cyclohexane/ethyl acetate) to give the desired compound.
With toluene-4-sulfonic acid; In hexane; at 65℃; for 20h;
In a 100 mL three-necked flask, o-methoxybenzaldehyde (3.404 g, 0.025 mol), <strong>[13395-85-2]2-tert-butyl-p-chlorophenol</strong> was added.(8.212 g, 0.05 mol), p-toluenesulfonic acid (0.075 g). The solid was dissolved by stirring with 50 mL of n-hexane. temperature reflexThe temperature was raised from room temperature to 65 oC, and the reaction was continued for 20 h under reflux. Allow the reaction mixture to cool to room temperature and add 15 ml of saturatedAfter washing with a NaHCO3 solution, the organic layer was separated, and the organic layer was dried over anhydrous MgSO? The yield was 88%.
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