Phosphorus tribromide → 3-(bromomethyl)-4-chloro-1-methyl-1H-pyrazole

HRID 577142Notes

Reaction equation

HRID 577142 reaction equation
[Cl:1][C:2]1[C:3]([CH2:8]O)=[N:4][N:5]([CH3:7])[CH:6]=1.[Br:10]P(Br)Br>ClCCl>[Br:10][CH2:8][C:3]1[C:2]([Cl:1])=[CH:6][N:5]([CH3:7])[N:4]=1

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 55255171(4-chloro-1-methyl-1H-pyrazol-3-yl)methanol

Product 1

HCID 595893993-(bromomethyl)-4-chloro-1-methyl-1H-pyrazole

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of (4-chloro-1-methyl-1H-pyrazol-3-yl)methanol (680 mg, 4.7 mmol) in anhydrous dichloromethane (25 mL) was added dropwise a solution of tribromophosphane (450 μL, 4.7 mmol) in anhydrous dichloromethane (5 mL) at 0° C. The mixture was stirred for 1 hour at room temperature and then was evaporated to yield 3-(bromomethyl)-4-chloro-1-methyl-1H-pyrazole, which was used in the next step without further purification.

Workup

  1. customwas evaporated

Sources & evidence

ORD record
ord-6ade33f73291478496e51398d634c3b4
Source dataset
uspto-grants-2015_05
Patent number
US09040538B2

Reaction notes

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