Phosphorus tribromide → {[2-(Bromomethyl)-3-chlorophenyl]methyl}diethylamine

HRID 577217Notes

Reaction equation

HRID 577217 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH2:8][N:9]([CH2:12][CH3:13])[CH2:10][CH3:11])[C:3]=1[CH2:14]O.[Br:16]P(Br)Br>ClCCl>[Br:16][CH2:14][C:3]1[C:2]([Cl:1])=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:8][N:9]([CH2:12][CH3:13])[CH2:10][CH3:11]

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 59589378{2-Chloro-6-[(diethylamino)methyl]phenyl}methanol

Product 1

HCID 59589422{[2-(Bromomethyl)-3-chlorophenyl]methyl}diethylamine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To {2-chloro-6-[(diethylamino)methyl]phenyl}methanol (3.0 g, 13.2 mmol) in anhydrous dichloromethane (80 mL) was added dropwise tribromophosphane (2.5 mL, 26.4 mmol). The mixture was stirred at room temperature overnight. The solvent was evaporated, and the residue was dried in vacuo, affording {[2-(bromomethyl)-3-chlorophenyl]methyl}diethylamine. The product was used without further purification.

Workup

  1. customThe solvent was evaporated
  2. customthe residue was dried in vacuo

Sources & evidence

ORD record
ord-707b2d21f2c24c70b5b4076f5974759d
Source dataset
uspto-grants-2015_05
Patent number
US09040538B2

Reaction notes

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