Potassium Carbonate → HCID 533879, compound
Reaction equation
Cl.[NH2:2][CH2:3][C:4]([O:6][CH3:7])=[O:5].[C:8](Cl)(=[O:11])[CH2:9][CH3:10].C([O-])([O-])=O.[K+].[K+]>CCOCC>[C:8]([NH:2][CH2:3][C:4]([O:6][CH3:7])=[O:5])(=[O:11])[CH2:9][CH3:10]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
In a round bottomed flask, at 0° C., to a stirred suspension of methyl glycinate hydrochloride (0.68 g, 5.4 mmol) in Et2O (2.0 mL), propanoyl chloride (1.0 g, 10.8 mmol) and saturated K2CO3 solution (3.8 mL) were added. The reaction mixture was stirred at 0° C. for 3 h, then extracted with Et2O (3×10 mL) and the resulting organic layer washed with saturated NaHCO3 solution, H2O, and brine. The aqueous phase was saturated with NaCl and further extracted with AcOEt (50 mL). The combined extracts were dried over Na2SO4, filtered, and concentrated under reduced pressure to give the crude title compound (0.55 g, 71%) as colorless oil, which was used in the next reaction. MS (ESI) m/z: 168 [M−Na]+, 146 [M−H]+.
Workup
- additionwere added
- extractionextracted with Et2O (3×10 mL)
- washthe resulting organic layer washed with saturated NaHCO3 solution, H2O, and brine
- extractionfurther extracted with AcOEt (50 mL)
- dry with materialThe combined extracts were dried over Na2SO4
- filtrationfiltered
- concentrationconcentrated under reduced pressure
Sources & evidence
- ORD record
- ord-9e64505311bb4a48a2bd142bb3deb5b4
- Source dataset
- uspto-grants-2016_05
- Patent number
- US09353075B2
Reaction notes
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