Benzylamine → Benzyl-(4-bromo-2-chlorobenzyl)amine

HRID 840645Notes

Reaction equation

HRID 840645 reaction equation
[CH2:1]([NH2:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Br:9][C:10]1[CH:15]=[CH:14][C:13]([CH2:16]Br)=[C:12]([Cl:18])[CH:11]=1.C([O-])([O-])=O.[Na+].[Na+]>C1COCC1>[CH2:1]([NH:8][CH2:16][C:13]1[CH:14]=[CH:15][C:10]([Br:9])=[CH:11][C:12]=1[Cl:18])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 7504BenzylamineHCID 10340Sodium CarbonateHCID 219144864-Bromo-1-(bromomethyl)-2-chlorobenzene

Product 1

HCID 22619993Benzyl-(4-bromo-2-chlorobenzyl)amine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

765 μl of benzylamine are dissolved in 10 ml of THF (anhydrous) and treated with 1.0 g of 4-bromo-1-bromomethyl-2-chlorobenzene at 0° C. and stirred at RT for 4 h. 100 ml of a half-saturated aqueous Na2CO3 solution are then added and the mixture is extracted three times with 100 ml of EA each time. It is dried over MgSO4 and chromatographed on silica gel using DIP. 590 mg of a colorless oil are obtained.

Workup

  1. extractionthe mixture is extracted three times with 100 ml of EA each time
  2. dry with materialIt is dried over MgSO4
  3. customchromatographed on silica gel using DIP

Sources & evidence

ORD record
ord-848fb4cfd87a444aae4aa0efc4a265cc
Source dataset
uspto-grants-2002_04
Patent number
US06369069B1

Reaction notes

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