ChemicalBook CAS DataBase List 2-(4-BROMOPHENOXY)ACETONITRILE

2-(4-BROMOPHENOXY)ACETONITRILE synthesis

5synthesis methods

Product Name:2-(4-BROMOPHENOXY)ACETONITRILE
CAS Number:39489-67-3
Molecular formula:C8H6BrNO
Molecular Weight:212.04

590-17-0 Synthesis

590-17-0
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$5.00/5g

39489-67-3
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$41.00/100mg

Yield:39489-67-3 98%

Reaction Conditions:

Stage #1: 4-bromo-phenolwith potassium carbonate in acetone; for 0.166667 h;
Stage #2: cyanomethyl bromide in acetone at 20; for 12 h;

Steps:

82.A

Add 4-bromophenol (5.0 g, 28.9 mmol) and potassium carbonate (12.0 g, 86.3 mmol) in acetone (100 mL) and stir for 10 minutes. Next, add bromoacetonitrile (2.4 mL, 34.7 mmol) and stir the reaction at room temperature. After 12 hours, concentrate the reaction and pour into water. Extract with ethyl acetate (3x100 mL). Wash with water (1x150 mL), and brine (1x150 mL), dry over magnesium sulfate, filter and concentrate under reduced pressure to provide crude product Purify the residue by flash chromatography (silica gel), eluting with 20% ethyl acetate: hexanes (isocratic) to provide 6 g (98%) of the desired product that is used in step B.

References:

WO2005/40110,2005,A1 Location in patent:Page/Page column 103