Reaction #49040

Reaction equation

3-(1,3-dioxo-1,3-dihydro-isoindol-2-yloxy)-2,2-dimethyl-propionic acid methyl ester

methylamine

→

title compound

3-aminooxy-2,2,N-trimethyl-propionamide

Solvents

methanol

Conditions

Workup

1. 1
   ConcentrationAfter the reaction mixture was concentrated under reduced pressure, dichloromethane
2. 2
   workup.ADDITIONwas added to the residue, and insoluble matter
3. 3
   Filtrationwas filtered
4. 4
   ConcentrationThe filtrate was concentrated
5. 5
   Otherthe residue was purified by silica gel column chromatography

Procedure

To 3-(1,3-dioxo-1,3-dihydro-isoindol-2-yloxy)-2,2-dimethyl-propionic acid methyl ester (800 mg) obtained in Step A was added a 40% solution of methylamine in methanol (6 ml), and the mixture was stirred at 60° C. for 13 hours. After the reaction mixture was concentrated under reduced pressure, dichloromethane was added to the residue, and insoluble matter was filtered. The filtrate was concentrated, and the residue was purified by silica gel column chromatography to give the title compound (202 mg).

Source