Acetic Acid → N-Acetyl-N-methylglycine
Reaction equation
[CH3:1][NH:2][C:3](=[O:5])[CH3:4].C=O.[C:8]([OH:11])(=[O:10])[CH3:9]>>[C:3]([N:2]([CH2:9][C:8]([OH:11])=[O:10])[CH3:1])(=[O:5])[CH3:4]Participants
Conditions
- Temperature
- 130 °C
Procedure
A 1 L autoclave was charged with N-methylacetamide (IX) (160 g, 2.2 mole), Co(OAc)2.4H2O (33 g, 0.13 mole), and acetic acid (1 L). After sealing the autoclave, 2200 psi (15,172 kPa) CO:H2 (70:30) was established at 25° C. with stirring at 2000 rpm. The contents of the autoclave were heated to 130° C. and 3200 psi (22,069 kPa) CO:H2 (70:30) was established. After approximately 0.5 h, rapid gas uptake was observed. The reaction mass was cooled to 85° C. Under a constant 3200 psi (22,069 kPa), 47 Wt. % formalin (180 mL, 2.97 mole) was delivered at 6 mL/min. The reaction was stirred at 85° C. for 30 min. after the formalin addition was complete. Then the reaction was cooled to 25° C., removed from the autoclave, and assayed for N-acetylsarcosine. This resulted in a 92% yield of (XX).
Workup
- customwas established at 25° C.
- temperatureThe reaction mass was cooled to 85° C
- stirringThe reaction was stirred at 85° C. for 30 min.
- temperatureThen the reaction was cooled to 25° C.
- customremoved from the autoclave
Sources & evidence
- ORD record
- ord-04ef92716bfa4e8ea093114e528ad7ac
- Source dataset
- uspto-grants-2004_07
- Patent number
- US06759549B2
Reaction notes
Loading…