Methyl chloroglyoxylate → HCID 67258288, compound
Reaction equation
[OH:1]/[N:2]=[C:3](\[NH2:9])/[CH2:4][O:5][CH2:6][CH2:7][CH3:8].Cl[C:11](=O)[C:12]([O:14][CH3:15])=[O:13]>C1COCC1>[CH2:6]([O:5][CH2:4][C:3]1[N:9]=[C:11]([C:12]([O:14][CH3:15])=[O:13])[O:1][N:2]=1)[CH2:7][CH3:8]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of (1Z)—N′-hydroxy-2-propoxyethanimidamide (3.1 g) in absolute THF under Ar atmosphere is added CaH2 (1.09 g) and molecular sieves (4 A°). The mixture is stirred for 10 min and subsequently methyl chloro(oxo)acetate (3.16 g) is added and the reaction mixture is stirred for 3 h under reflux conditions. The mixture is filtered through celite and the filtrate is evaporated to dryness under vacuo. The resulting residue is purified by flash column chromatography (silica gel, eluent: cyclohexane/EtOAc, 3/2 (v/v)) to give the title compound as an oil.