1,3-Dibromopropane → Phthalimide

HRID 1954444Notes

Reaction equation

HRID 1954444 reaction equation
O[N:2]1[C:6](=[O:7])[C:5]2=[CH:8][CH:9]=[CH:10][CH:11]=[C:4]2[C:3]1=[O:12].BrCCCBr.C(N(CC)CC)C>CN(C=O)C>[C:6]1(=[O:7])[NH:2][C:3](=[O:12])[C:4]2=[CH:11][CH:10]=[CH:9][CH:8]=[C:5]12

Participants

5

Reactant 3

HCID 80011,3-DibromopropaneHCID 8471TriethylamineHCID 10665N-Hydroxyphthalimide

Product 1

HCID 6809Phthalimide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
47.5 °C

Procedure

A mixture of N-hydroxyphthalimide (100 mmol) and 1,3-dibromopropane (100 mmol) in dry DMF and triethyl amine (110 mmol) is stirred at 20-75° C. for 1-10 hours. After filtration, the mixture is evaporated to dryness under reduced pressure. The residue is purified by silica gel chromatography to give N-[(3-bromopropyl)oxy)]phthalimide.

Workup

  1. filtrationAfter filtration
  2. customthe mixture is evaporated to dryness under reduced pressure
  3. customThe residue is purified by silica gel chromatography

Sources & evidence

ORD record
ord-be6fe6e6ce6f45939980df8a46eaa73e
Source dataset
uspto-grants-2000_09
Patent number
US06121433

Reaction notes

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