2-Bromobenzyl bromide → 183735-79-7

HRID 1797289Notes

Reaction equation

HRID 1797289 reaction equation
[Br:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH2:4]Br.[C:10]1(=[O:20])[NH:14][C:13](=[O:15])[C:12]2=[CH:16][CH:17]=[CH:18][CH:19]=[C:11]12.[K]>CN(C=O)C>[Br:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH2:4][N:14]1[C:10](=[O:20])[C:11]2[C:12](=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:13]1=[O:15]

Participants

4

Reactant 2

HCID 769652-Bromobenzyl bromideHCID 24194345Phthalimide potassium salt

Product 1

HCID 334063183735-79-7

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
70 °C

Procedure

2-Bromobenzyl bromide (5.25 g, 21.0 mmol) was dissolved in dry DMF (200 mL) and potassium phthalimide (3.89 g, 21.0 mmol) was added. The suspension was stirred at 70° C. for 5 h. The mixture was cooled to room temperature and poured into ice water (200 mL). After 30 min the mixture was filtered and the crystalline compound was dried overnight. Recrystallisation from DCM/petroleum ether afforded the title compound as colourless crystals.

Workup

  1. temperatureThe mixture was cooled to room temperature
  2. filtrationAfter 30 min the mixture was filtered
  3. customthe crystalline compound was dried overnight
  4. customRecrystallisation from DCM/petroleum ether

Sources & evidence

ORD record
ord-ebe7575c0ba4475fbc08706fbc17ca6d
Source dataset
uspto-grants-2006_04
Patent number
US07034015B2

Reaction notes

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