Phosphorus tribromide → 3-(Bromomethyl)-2-ethylpyridine

HRID 577172Notes

Reaction equation

HRID 577172 reaction equation
[CH2:1]([C:3]1[C:8]([CH2:9]O)=[CH:7][CH:6]=[CH:5][N:4]=1)[CH3:2].[Br:11]P(Br)Br>ClCCl>[Br:11][CH2:9][C:8]1[C:3]([CH2:1][CH3:2])=[N:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 19690951(2-Ethylpyridin-3-yl)methanol

Product 1

HCID 595894103-(Bromomethyl)-2-ethylpyridine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution (2-ethylpyridin-3-yl)methanol (3.0 g, 21.9 mmol) in anhydrous dichloromethane (150 mL) was added tribromophosphane (2.3 mL, 24.2 mmol). The mixture was stirred at room temperature overnight. Dichloromethane was evaporated. The residue was dried in vacuo, affording 3-(bromomethyl)-2-ethylpyridine, which was used without further purification.

Workup

  1. customDichloromethane was evaporated
  2. customThe residue was dried in vacuo

Sources & evidence

ORD record
ord-cf8c9eaafa174db58dcb1e35d2908224
Source dataset
uspto-grants-2015_05
Patent number
US09040538B2

Reaction notes

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