1-(Bromomethyl)-2-phenylbenzene → N-(2-phenyl-phenylmethyl)-phthalimide

HRID 1280818Notes

Reaction equation

HRID 1280818 reaction equation
[C:1]1([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[CH2:13]Br)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:15]1(=[O:25])[NH:19][C:18](=[O:20])[C:17]2=[CH:21][CH:22]=[CH:23][CH:24]=[C:16]12.[K]>CN(C)C=O.O>[C:1]1([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[CH2:13][N:19]2[C:18](=[O:20])[C:17]3=[CH:21][CH:22]=[CH:23][CH:24]=[C:16]3[C:15]2=[O:25])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 2

HCID 2633651-(Bromomethyl)-2-phenylbenzeneHCID 24194345Phthalimide potassium salt

Product 1

HCID 18426122N-(2-phenyl-phenylmethyl)-phthalimideYield 90.6%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

(2-Phenyl)-phenylmethyl bromide (6 g, 0.0243 mol) and potassium phthalimide (5 g, 0.0270 mol) were mixed together in dimethyl formamide at room temperature, stirred for 60 hrs, diluted with cold water, and the solid isolated by filtration. After washing with water, isopropyl alcohol, and hexane the white solid was vacuum dried to yield 6.9 g of the subtitled compound. Mass spectrum: 313

Workup

  1. customthe solid isolated by filtration
  2. washAfter washing with water, isopropyl alcohol, and hexane the white solid
  3. customdried

Sources & evidence

ORD record
ord-cd129e2fd56d472cbf9309b820f6fbbb
Source dataset
uspto-grants-2002_09
Patent number
US06451839B1

Reaction notes

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