反应详情

温度

0 °C

Lithium aluminium hydride (0.142 g, 3.75 mmol) was taken in a dry, three-necked flask, fitted with a reflux condenser. Anhydrous ether (10 mL) was added. A solution of methyl-4-(1H-tetrazol-5-ylmethyl)benzoate (0.654 g, 3.0 mmol) in anhydrous THF (5 mL) was added dropwise. After the addition was complete, the mixture was heated to reflux for 2 hours. Then, the reaction mixture was cooled to 0° C. and quenched by cautious addition of water (10 mL) and 15% sodium hydroxide solution (10 mL). The reaction mixture was stirred for 30 minutes and then allowed to warm to room temperature. The aqueous phase was acidified to pH 4 and left for 2 days. A white precipitate was formed and filtered off, washed with water, and dried under vacuum, to give [4-(1H-tetrazol-5-ylmethyl)-phenyl]-methanol as a white solid. Yield: 0.290 g (51%).

1. customfitted with a reflux condenser
2. additionAfter the addition
3. temperaturethe mixture was heated
4. temperatureto reflux for 2 hours
5. customquenched by cautious addition of water (10 mL) and 15% sodium hydroxide solution (10 mL)
6. temperatureto warm to room temperature
7. waitleft for 2 days
8. customA white precipitate was formed
9. filtrationfiltered off
10. washwashed with water
11. customdried under vacuum