N-bromobutanimide → 2-Bromo-3-(bromomethyl)pyridine

HRID 1054039Notes

Reaction equation

HRID 1054039 reaction equation
[Br:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][N:3]=1.C1C(=O)N([Br:16])C(=O)C1>C(Cl)(Cl)(Cl)Cl>[Br:1][C:2]1[C:7]([CH2:8][Br:16])=[CH:6][CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 2208322-Bromo-3-methylpyridine

Product 1

HCID 109010782-Bromo-3-(bromomethyl)pyridine

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

Synthesized from 2-bromo-3-methylpyridine (5.00 g, 29.1 mmol), NBS (5.69 g, 32.0 mmol) and DBPO (352 mg, 1.46 mmol) in CCl4 according to Method A. Yield: 2.87 g, 11.4 mmol, 39%. This compound was directly used in the next step without further purification.

Workup

  1. customThis compound was directly used in the next step without further purification

Sources & evidence

ORD record
ord-6d31b88bbc234e6da3ea61156b70d883
Source dataset
uspto-grants-2016_07
Patent number
US09394290B2

Reaction notes

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