Methanol → HCID 22635306, compound
Reaction equation
[NH2:1][CH2:2][C:3]([F:8])([F:7])[C:4]([OH:6])=[O:5].O=S(Cl)Cl.[CH3:13]O>>[NH2:1][CH2:2][C:3]([F:8])([F:7])[C:4]([O:6][CH3:13])=[O:5]Participants
4
Procedure
In a round bottom flask, 3-amino-2,2-difluoropropanoic acid (500 mg, 4 mmol) was solubilized in MeOH (10 mL). At 0° C., SOCl2(1 mL) was added dropwise. The reaction mixture was then stirred at room temperature overnight. Evaporation of the reaction mixture gave methyl 3-amino-2,2-difluoropropanoate, as its HCL salt, as a white solid (570 mg, 81%). 1H NMR (400 MHz, DMSO-d6) δ ppm 3.63 (t, J=16 Hz, 2 H) 3.87 (s, 3 H) 9.07 (br. s., 2 H).
Workup
- customEvaporation of the reaction mixture
Sources & evidence
- ORD record
- ord-4ed9ee647447427d818d7e4f6578dcac
- Source dataset
- uspto-grants-2012_06
- Patent number
- US08202990B2
Reaction notes
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