Electric Literature of 39590-81-3, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 39590-81-3, name is 1,1-Bis(Hydroxymethyl)cyclopropane, molecular formula is C5H10O2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
(1) [1-(tert-Butyldiphenylsilanyloxymethyl)cyclopropyl]methanol 1,1-Bis(hydroxymethyl)cyclopropane (2 g) and imidazole (6.67 g) were dissolved in N,N-dimethylformamide (100 mL) and the solution was ice-cooled. tert-Butyldiphenylchlorosilane (5.39 g) was added dropwise to the solution. Then, the reaction mixture was gradually heated to room temperature and stirred for 18 hours. tert-Butyl methyl ether and a saturated sodium chloride solution were added to the reaction mixture, and the organic layer was separated. The organic layer was dried over anhydrous magnesium sulfate. The drying agent was removed by filtration. The filtrate was concentrated under reduced pressure to obtain a residue. The residue was subjected to silica gel column chromatography (heptane-ethyl acetate) to obtain the title compound (2.62 g). 1H-NMR (400 MHz, CDCl3) delta (ppm): 0.30-0.40 (m, 2H), 0.45-0.53 (m, 2H), 1.07 (s, 9H), 2.56 (t, J=5.6 Hz, 1H), 3.61 (d, J=5.6 Hz, 2H), 3.62 (s, 2H), 7.35-7.46 (m, 6H), 7.64-7.70 (m, 4H).; (1) [1-(tert-Butyldiphenylsilanyloxymethyl)cyclopropyl]methanol 1,1-Bis(hydroxymethyl)cyclopropane (3.6 g) and imidazole (2.4 g) were dissolved in N,N-dimethylformamide (35 mL) in a nitrogen atmosphere. tert-Butylchlorodiphenylsilane (9.2 mL) was added to the solution at -15C, and the mixture was stirred at – 15C for one hour. Methanol and water were sequentially added to the reaction mixture, followed by extraction with ethyl acetate twice. The organic layers were sequentially washed with water and a saturated sodium chloride solution and dried over magnesium sulfate. The drying agent was removed by filtration and then the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (heptane-ethyl acetate) to obtain the title compound (5.58 g). 1H-NMR (400 MHz, CDCl3) delta(ppm): 0.34-0.38 (m, 2H), 0.47-0.51 (m, 2H), 1.06 (s, 9H), 2.57 (t, J=5.6 Hz, 1H), 3.61 (d, J=5.6 Hz, 2H), 3.62 (s, 2H), 7.35-7.45 (m, 6H), 7.64-7.68 (m, 4H).
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 39590-81-3, 1,1-Bis(Hydroxymethyl)cyclopropane.
Reference:
Patent; Eisai R&D Management Co., Ltd.; EP2017275; (2009); A1;,
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