Reaction #607487

ord-b6900d05179d4d31bae4a8dc6a913546

Reaction equation

O=C(O)CCN1C(=O)c2ccccc2C1=O
137g
O=C(O)CCN1C(=O)c2ccccc2C1=O
3-(1,3-dioxoisoindolin-2-yl)propanoic acid
O=C(Cl)C(=O)Cl
oxalyl chloride
CN(C)C=O
DMF
O=C(Cl)CCN1C(=O)c2ccccc2C1=O
3-(1,3-dioxoisoindolin-2-yl)propanoyl chloride
Yield 92.5%

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherUpon reaction completion
  2. 2
    Concentrationthe mixture was concentrated

Procedure

To a solution of 137g (20.0 g, 91 mmol) in DCM (250 mL) were added oxalyl chloride (13.8 g, 109 mmol) and DMF (0.1 mL). See FIG. 2. The mixture was stirred at RT for 4 h. Upon reaction completion, the mixture was concentrated to give 3-(1,3-dioxoisoindolin-2-yl)propanoyl chloride 137h (20.0 g, 92%) as a white solid.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09326985B2uspto-grants-2016_05