Phosphorus tribromide → HCID 13439640, compound

HRID 630231Notes

Reaction equation

HRID 630231 reaction equation
[CH2:1]([C:3]1[CH:4]=[C:5]([CH2:9]O)[CH:6]=[N:7][CH:8]=1)[CH3:2].[Br:11]P(Br)Br>C(Cl)(Cl)Cl>[Br:11][CH2:9][C:5]1[CH:6]=[N:7][CH:8]=[C:3]([CH2:1][CH3:2])[CH:4]=1

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 45080047HCID 45080047, compound

Product 1

HCID 13439640HCID 13439640, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of (5-ethylpyridin-3-yl)methanol (3.31 g, 24.12 mmol) in anhydrous chloroform (50 mL) at 0° C. was added tribromophosphane (7.18 g, 2.49 mL, 26.54 mmol) dropwise. The reaction mixture was allowed to stir overnight at room temperature. The solvent was evaporated to provide crude 3-(bromomethyl)-5-ethylpyridine (4.82 g, 100% yield), which was used in the next step without any further purification.

Workup

  1. customThe solvent was evaporated

Sources & evidence

ORD record
ord-e60cb82997c34a239d01da4373aca9a6
Source dataset
uspto-grants-2016_04
Patent number
US09315521B2

Reaction notes

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