1,4-Dibromobutane → N-(4-Bromobutyl)phthalimide

HRID 1736508Notes

Reaction equation

HRID 1736508 reaction equation
[C:1]1(=[O:11])[NH:5][C:4](=[O:6])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.[K].[Br:13][CH2:14][CH2:15][CH2:16][CH2:17]Br>CN(C=O)C>[Br:13][CH2:14][CH2:15][CH2:16][CH2:17][N:5]1[C:1](=[O:11])[C:2]2=[CH:10][CH:9]=[CH:8][CH:7]=[C:3]2[C:4]1=[O:6]

Participants

4

Reactant 2

HCID 80561,4-DibromobutaneHCID 24194345Phthalimide potassium salt

Product 1

HCID 93575N-(4-Bromobutyl)phthalimide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

First, N-(4-bromobutyl)phthalimide is synthesized from a mixture of 30 mmol potassium phthalimide and 100 mmol 1,4 dibromobutane in 50 ml DMF. The solution is stirred for 2 hours at 60° C., and the DMF and 1,4-dibromobutane is evaporated off in vacuo. The remaining residue is extracted with CHCl3 and H2O. The resulting white compound is recrystallized from ethyl alcohol. See Chem. Pharm. Bull. 32:3428 (1984). ##STR2##

Workup

  1. customthe DMF and 1,4-dibromobutane is evaporated off in vacuo
  2. extractionThe remaining residue is extracted with CHCl3 and H2O
  3. customThe resulting white compound is recrystallized from ethyl alcohol

Sources & evidence

ORD record
ord-ae871a82b0ea4bd39c3476cd1ef30d69
Source dataset
uspto-grants-1996_07
Patent number
US05541230

Reaction notes

Loading…