Water → HCID 86695629, compound

HRID 594379Notes

Reaction equation

HRID 594379 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

5

Reactant 3

HCID 962WaterHCID 15662279136663-54-2HCID 24194345Phthalimide potassium salt

Product 1

HCID 86695629HCID 86695629, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

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.

Workup

  1. filtrationthe resulting precipitate was collected by filtration
  2. washwashed with water
  3. customDrying under HV

Sources & evidence

ORD record
ord-d6a386c1d61d4c768a05675b352ec53d
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

Loading…