Water → HCID 22476088, compound

HRID 1584092Notes

Reaction equation

HRID 1584092 reaction equation
Br[CH2:2][C:3]1[CH:10]=[CH:9][C:6]([C:7]#[N:8])=[CH:5][C:4]=1[O:11][CH3:12].[C:13]1(=[O:23])[NH:17][C:16](=[O:18])[C:15]2=[CH:19][CH:20]=[CH:21][CH:22]=[C:14]12.[K].O>CN(C=O)C>[C:13]1(=[O:23])[N:17]([CH2:2][C:3]2[CH:10]=[CH:9][C:6]([C:7]#[N:8])=[CH:5][C:4]=2[O:11][CH3:12])[C:16](=[O:18])[C:15]2=[CH:19][CH:20]=[CH:21][CH:22]=[C:14]12

Participants

5

Reactant 3

HCID 962WaterHCID 147529954-(Bromomethyl)-3-methoxybenzonitrileHCID 24194345Phthalimide potassium salt

Product 1

HCID 22476088HCID 22476088, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

24.4 g (108 mol [sic]) of 4-bromomethyl-3-methoxybenzonitrile, dissolved in 125 ml of DMF, and 20.0 g of potassium phthalimide were stirred at room temperature for 24 h and then at 50° C. for 1 h. The mixture was poured into water, whereupon the product precipitated as solid. 21.5 g (68%) were obtained. 1H-NMR (DMSO-d6 ; δ in ppm): 7.9 (m, 4H); 7.5 (d, 1H); 7.35-7.25 (m, 2H); 7.78 (s, 2H); 3.92 (s, 3H)

Workup

  1. customprecipitated as solid
  2. custom21.5 g (68%) were obtained

Sources & evidence

ORD record
ord-09753b8f539f4b2d8ef86caf6768a367
Source dataset
uspto-grants-1999_08
Patent number
US05932567

Reaction notes

Loading…