BENZYL AZIDE synthesis

13synthesis methods

Product Name:BENZYL AZIDE
CAS Number:622-79-7
Molecular formula:C7H7N3
Molecular Weight:133.15

Sodium azide (3.58 g, 55.0 mmol) was added to DMSO (120 mL) and stirred vigorously until fully dissolved. Benzyl bromide 168 (6.54 mL, 55 mmol) was added. The reaction mixture was stirred at RT overnight. The colourless liquid was worked up with water (100 mL), and extracted with diethyl ether (3 x 100 mL). The extractions were washed with water (2 x 80 mL) and brine (80 mL). The ether layer was dried over MgSO4 and after filtration, it was evaporated to dryness, giving benzyl azide 73 as a colourless oil (6.9 g, 51.8 mmol, 94%): IR (neat) νm a x / cm– 1 3455, 3028, 2970, 2946, 2093, 1605, 1586, 1496, 1454, 1349, 1252; 1H NMR (400 MHz, CDCl 3 ) δ 7.44 – 7.28 (m, 5H), 4.33 (s, 2H); 1 3C NMR (100 MHz, CDCl 3 ) δ 135.55, 129.05, 128.52, 128.44, 55.00.
benzyl azide.jpg

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Yield:622-79-7 95.5%

Reaction Conditions:

with tris(2,2'-bipyridyl)ruthenium dichloride at 20; for 10 h;Irradiation;

Steps:

1 Example 1
In a 100 mL three-necked bottle, add 5 mL of toluene.2mol of azidoacetoxyiodobenzene 2,50mL hexafluoroisopropanol,0.02 mol of Ru(bpy)3Cl2,With a 10W blue light,Reaction at room temperature for 10 hours,Evaporate the solvent under reduced pressureThe residue is purified by column chromatography to give benzyl azide 3,Yield 95.5%.

References:

Yunnan Nationalities University;Gu Lijun;Li Ganpeng;Yang Guangyu;Zhang Hongtao CN107141235, 2017, A Location in patent:Paragraph 0030; 0031; 0032; 0033; 0034

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100-46-9 Synthesis