Reaction equation
[NH2:1][C:2]([CH3:7])([CH3:6])[C:3]([OH:5])=[O:4].S(Cl)(Cl)=O.[CH2:12](O)[CH3:13]>>[CH2:12]([O:4][C:3](=[O:5])[C:2]([NH2:1])([CH3:7])[CH3:6])[CH3:13]Participants
4
Conditions
- Temperature
- 0 °C
Procedure
2-Amino-2-methyl-propionic acid (1.0 g, 9.69 mmol) was dissolved in ethanol (15 ml) and cooled to 0° C. Thionyl chloride (1.7 g, 14.53 mmol, 1.5 eq) was added to the reaction mixture, which was then heated to reflux overnight. The solvent was evaporated and the residue was partitioned between water and ethyl acetate. The organic layer was concentrated and dried to give 2-amino-2-methyl-propionic acid ethyl ester (0.8 g, 63%). The crude compound was used in the next stage without purification.
Workup
- temperaturewas then heated
- temperatureto reflux overnight
- customThe solvent was evaporated
- customthe residue was partitioned between water and ethyl acetate
- concentrationThe organic layer was concentrated
- customdried
Sources & evidence
- ORD record
- ord-b9501f6ba7be4d5b99e63345d16d1dfc
- Source dataset
- uspto-grants-2013_07
- Patent number
- US08486962B2
Linked notes
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