Water → 3,4,5-Trimethoxybenzyl alcohol

Temperature

40 °C

Adding 3,4,5-trimethoxybenzaldehyde (15 g, 76.45 mmol) and anhydrous alcohol (200 ml) in the three-necked bottle (250 ml), heating to 40° C. to dissolve, adding sodium borohydride (1.48 g, 38.23 mmol), heating to reflux for 45 minutes, and monitored by TLC. When the reaction is completed, cooling it to room temperature, adding deionized water (10 ml, 555.8 mol), to quench the reaction and suction filtering, washing the filter residue by anhydrous alcohol (20 ml), conflating the filtrate, concentrating in rotarory evaporater to dry, adding dichlormethane (100 ml) to dissolve, washing with sodium hydroxide solution (50 ml) twice and with deionized water (50 ml) twice, adding proper amount of anhydrous magnesium sulfate to dry overnight, filtering, washing the filter residue with dichlormethane (20 ml), conflating the filtrate, concentrating in rotarory evaporater to dry to get 3,4,5-trimethoxyl benzyl alcohol, 14.05 g of colorless oily product), the yield: 92.72%.

1. dissolutionto dissolve
2. temperatureheating
3. temperatureto reflux for 45 minutes
4. temperaturecooling it to room temperature
5. customto quench
6. customthe reaction and suction
7. filtrationfiltering
8. washwashing the filter residue by anhydrous alcohol (20 ml)
9. concentrationconcentrating in rotarory evaporater
10. customto dry
11. additionadding dichlormethane (100 ml)
12. dissolutionto dissolve
13. washwashing with sodium hydroxide solution (50 ml) twice
14. additionwith deionized water (50 ml) twice, adding proper amount of anhydrous magnesium sulfate
15. customto dry overnight
16. filtrationfiltering
17. washwashing the filter residue with dichlormethane (20 ml)
18. concentrationconcentrating in rotarory evaporater
19. customto dry

ORD record

ord-5810dc733538412393ecb3dcb9ce10d7

Source dataset

uspto-grants-2011_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07897820B2