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

HRID 630259Notes

Reaction equation

HRID 630259 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-5b3b0866e84643678904d19ddfd6ff13
Source dataset
uspto-grants-2016_04
Patent number
US09315521B2

Reaction notes

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