Water → HCID 86695629, compound

Reaction equation

Br[CH2:2][C:3]1[CH:4]=[CH:5][C:6]2[O:10][C:9]([CH3:11])=[N:8][C:7]=2[CH:12]=1.[K].[C:14]1(=[O:24])[NH:18][C:17](=[O:19])[C:16]2=[CH:20][CH:21]=[CH:22][CH:23]=[C:15]12.O>CN(C=O)C>[CH3:11][C:9]1[O:10][C:6]2[CH:5]=[CH:4][C:3]([CH2:2][N:18]3[C:14](=[O:24])[C:15]4[C:16](=[CH:20][CH:21]=[CH:22][CH:23]=4)[C:17]3=[O:19])=[CH:12][C:7]=2[N:8]=1

Participants

Procedure

A solution of 5-(bromomethyl)-2-methylbenzo[d]oxazole (400 mg; 1.76 mmol) in anh. DMF (2 ml) was treated portionwise with phthalimide potassium salt (327 mg; 1.76 mmol), and the resulting mixture was stirred at rt, under nitrogen, for 18 h. Water was added, and the resulting precipitate was collected by filtration, and washed with water. Drying under HV afforded 2-((2-methylbenzo[d]oxazol-5-yl)methyl)isoindoline-1,3-dione as a brown solid. LC-MS (conditions E): tR=0.66 min.; [M+H]+: 293.15 g/mol.