Benzyl Bromide → Benzyl azide

HRID 2414166Notes

Reaction equation

HRID 2414166 reaction equation
[CH2:1](Br)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N-:9]=[N+:10]=[N-:11].[Na+]>C(O)C>[CH2:1]([N:9]=[N+:10]=[N-:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7498Benzyl BromideHCID 33557Sodium Azide

Product 1

HCID 12152Benzyl azideYield 139.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The reaction of this crude benzyl bromide (6.56 g) and sodium azide (1.92 g) in ethanol (90 ml) as in Example 33 gave 5.48 g of crude benzyl azide. Chromatography on silica gel yielded 3.29 g of pure 3-(trichlorovinyl)benzyl azide.

Sources & evidence

ORD record
ord-e6b93a32be67499d906a4c2b1b4eab52
Source dataset
uspto-grants-1988_01
Patent number
US04721791

Reaction notes

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