Acetaldehyde → HCID 10176487, compound

A 4 L two neck flask charged with 662 g (4 mol) metformin HCl and 1600 mL MeOH was stirred with a magnetic bar at 750 rpm at room temperature with a water bath. To this suspension was added sodium hydroxide 160 g (4 mol) in 200 mL water through one dropping funnel. At the same time acetaldehyde 226 mL (4 mol) in 400 mL of MeOH in another funnel was added to the mixture. The addition of NaOH solution finished in 70 minutes whereas the addition of acetaldehyde finished in 100 minutes. Then, the reaction mixture was filtered through celite to remove the sodium chloride. The solution was concentrated to give a white solid that was extracted with 1.2 L of hot ethanol to give a suspension. After filtration, the ethanol solution was concentrated to give a pale yellow solid, 520 g, yield is 84%.

1. filtrationThen, the reaction mixture was filtered through celite
2. customto remove the sodium chloride
3. concentrationThe solution was concentrated
4. customto give a white solid
5. extractionthat was extracted with 1.2 L of hot ethanol
6. customto give a suspension
7. filtrationAfter filtration
8. concentrationthe ethanol solution was concentrated
9. customto give a pale yellow solid, 520 g, yield is 84%

ORD record

ord-1a07af19c9e14b20bb184dd7975b686a

Source dataset

uspto-grants-2014_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08703940B2