ChemicalBook CAS DataBase List Bromobenzyl cyanide

Bromobenzyl cyanide synthesis

4synthesis methods

Product Name:Bromobenzyl cyanide
CAS Number:5798-79-8
Molecular formula:C8H6BrN
Molecular Weight:196.05

The preparation of bromophenylacetonitrile consists of three steps: chlorination of toluene to form benzyl chloride, (2) conversion of benzyl chloride to benzyl cyanide by action of sodium cyanide in alcoholic solution, and bromination of benzyl cyanide with bromide vapor in the presence of sunlight.

128-08-5 Synthesis

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Yield:-

Reaction Conditions:

with dibenzoyl peroxide for 5 h;Heating / reflux;

Steps:

2.1
Bromo (phenyl)acetonitrile To a solution of benzyl cyanide (4.93 mL, 42.7 mmol) in CC14 (275 mL) were added dibenzoyl peroxide (517 mg, 2.13 mmol) and N-bromosuccinimide (9.12 g, 51.2 mmol). The reaction mixture was heated to reflux and stirred for 5 hours and concentrated in vacuo to a volume of 100 mL. The solution was partitioned between CHCl3 and saturated NaHC03 solution, and the aqueous layer was extracted with several portions of CHC13. The combined organic layers were dried over Na2S04 and concentrated in vacuo to afford a yellow oil. Purification was achieved by flash column chromatography on silica gel using a gradient elution of 0-20% EtOAc/hexanes. Collection and concentration of the appropriate fractions yielded the title compound as a pale yellow oil. ¹H NMR (400 MHz, d6-DMSO) No. 7.61-7.58 (m, 2H), 7.53-7.45 (m, 3H), 6.59 (s, 1H)

References:

MERCK & CO., INC. WO2005/120516, 2005, A2 Location in patent:Page/Page column 47; 48

140-29-4
5 suppliers
$18.00/25mL

5798-79-8
47 suppliers
$55.00/50mg

References

140-29-4
5 suppliers
$18.00/25mL

5798-79-8
47 suppliers
$55.00/50mg