The synthetic route of (3-methyl-1H-pyrazol-5-yl)methanol has been constantly updated, and we look forward to future research findings.
Application of 29004-73-7, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 29004-73-7, name is (3-methyl-1H-pyrazol-5-yl)methanol belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.
To (+/-)-6′-methanesulfonyloxy-6-(3-methanesulfonyloxypropoxy)-4,4,4′,4′,7,7′-hexa-methyl-2,2′-spirobichroman (Ex. 4a, 2 g, 3.4 mmol) and (5-methyl-1H-pyrazol-3-yl)-methanol (0.77 g, 6.8 mmol) in 50 mL of DMF at room temperature was added sodium hydride (0.41 g, 10.3 mmol, 60% dispersion in mineral oil) portion-wise. This reaction mixture was stirred at room temperature for 2 h and poured into water. The precipitate was isolated by filtration and re-dissolved in 60 mL of MeOH/THF (1:1 v/v). To this solution was added 5 mL of 5 N NaOH and the resulting mixture was stirred at 70 C. overnight. The reaction mixture was acidified with 3 N HCl to pH=6 and concentrated to 25 mL. This mixture was extracted with dichloromethane and the combined organic extracts were washed with brine and water. Purification by silica gel chromatography (EtOAc/Hexane, 1:2) afforded two products. The slower eluting component gave 0.22 g of the title compound as a white solid, mp 217-219 C. 1H NMR (CDCl3): delta 6.73 (s, 1H), 6.67 (s, 1H), 6.47 (s, 1H), 6.45 (s, 1H), 5.99 (s, 1H), 4.64 (d, 2H, J=5.2 Hz), 4.46 (s, 1H), 4.22 (t, 2H, J=7.3 Hz), 3.93-3.88 (m, 2H), 2.32-2.27 (m, 2H), 2.23 (s, 3H), 2.10 (s, 6H), 2.06-1.89 (m, 4H), 1.56 (s, 6H), 1.31 (s, 6H). HRMS (EI) Calcd for C31H40N2O5: 520.2937 (M+); found: 520.2932.; Example 18 (+/-)-6′-Hydroxy-6-[3-(5-hydroxymethyl-3-methyl-1H-pyrazol-1-yl)propoxy]-4,4,4′,4′,7,7′-hexamethyl-2,2′-spirobichromanTo (+/-)-6′-methanesulfonyloxy-6-(3-methanesulfonyloxypropoxy)-4,4,4′,4′,7,7′-hexa-methyl-2,2′-spirobichroman (Ex. 4a, 2 g, 3.4 mmol) and (5-methyl-1H-pyrazol-3-yl)-methanol (0.77 g, 6.8 mmol) in 50 mL of DMF at room temperature was added sodium hydride (0.41 g, 10.3 mmol, 60% dispersion in mineral oil) portion-wise. This reaction mixture was stirred at room temperature for 2 h and poured into water. The precipitate was isolated by filtration and re-dissolved in 60 mL of MeOH/THF (1:1 v/v). To this solution was added 5 mL of 5 N NaOH and the resulting mixture was stirred at 70 C. overnight. The reaction mixture was acidified with 3 N HCl to pH=6 and concentrated to 25 mL. This mixture was extracted with dichloromethane and the combined organic extracts were washed with brine and water. Purification by silica gel chromatography (EtOAc/Hexane, 1:2) afforded two products. The faster eluting component gave 0.095 g of the title compound as a white solid, mp 208-210 C. 1H NMR (CDCl3): delta 6.73 (s, 1H), 6.67 (s, 1H), 6.46 (s, 1H), 6.44 (s, 1H), 5.99 (s, 1H), 4.72-4.80 (br, 1H), 4.60 (s, 2H), 4.31 (t, 2H, J=7.2 Hz), 3.92 (t, 2H, J=5.1 Hz), 2.36-2.29 (m, 2H), 2.26 (s, 3H), 2.10 (s, 3H), 2.09 (s, 3H), 2.06-1.87 (m, 4H), 1.56 (s, 6H), 1.30 (s, 6H). HRMS (EI) Calcd for C31H40N2O5: 520.2937 (M+); found: 520.2940.
The synthetic route of (3-methyl-1H-pyrazol-5-yl)methanol has been constantly updated, and we look forward to future research findings.