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

HRID 630214Notes

Reaction equation

HRID 630214 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-456f50252fa3489d8226f630f1527545
Source dataset
uspto-grants-2016_04
Patent number
US09315521B2

Reaction notes

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