ChemicalBook CAS DataBase List 3-Bromo-4-fluorobenzeneacetonitrile

3-Bromo-4-fluorobenzeneacetonitrile synthesis

4synthesis methods

Product Name:3-Bromo-4-fluorobenzeneacetonitrile
CAS Number:501420-63-9
Molecular formula:C8H5BrFN
Molecular Weight:214.03

78239-71-1 Synthesis

78239-71-1
120 suppliers
$11.55/1g

143-33-9 Synthesis

143-33-9
5 suppliers
$10.00/1g

501420-63-9
55 suppliers
$9.00/250mg

Yield:501420-63-9 75%

Reaction Conditions:

in dimethyl sulfoxide; for 18 h;

Steps:

21.1

A solution of 2-bromo-4-(bromomethyl)-1 -fluorobenzene (5.0 g, 18.7 mmol) in DMSO (80 ml_) was treated with sodium cyanide (1.16 g, 22.4 mmol) and stirred for 18 hours. The reaction was poured into ethyl acetate and washed 4x with 5% sodium chloride. The organic layer was dried over magnesium sulfate, filtered, and concentrated to an oil. Purification by silica gel column chromatography provided the title compound as a light amber oil (3.6 g, 75%). LC/MS: 10% - 90% CH3CN:H20 gradient over 5 minutes: 2.57 min. ,214, 216 (M+H); ¹H NMR (400 MHz, CHLOROFORM-c/) δ ppm 3.73 (s, 2 H) 7.15 (t, J=8.40 Hz, 1 H) 7.20 - 7.32 (m, 1 H) 7.56 (dd, J=6.25, 2.35 Hz, 1 H).

References:

WO2009/69044,2009,A1 Location in patent:Page/Page column 97-98

773837-37-9 Synthesis