(E)-3-[3-(trifluoromethyl)phenyl]acrylonitrile synthesis

2synthesis methods

Product Name:(E)-3-[3-(trifluoromethyl)phenyl]acrylonitrile
CAS Number:58177-64-3
Molecular formula:C10H6F3N
Molecular Weight:197.16

Benzenepropanenitrile, α-bromo-3-(trifluoromethyl)-

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(E)-3-[3-(trifluoromethyl)phenyl]acrylonitrile

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Yield:-

Reaction Conditions:

with water;sodium carbonate;N-benzyl-N,N,N-triethylammonium chloride in acetone at 40 - 45; for 7 h;

Steps:

13

Example 13; Preparation ofm-trifluoromethylcinnamonitrileTo a suspension of m-trifluoromethyl-α-bromohydrocinnamonitrile (I g), acetone (5ml) and benzyltriethylammoniumchloride (81mg), was added sodium carbonate (1.14g) and water (0.3ml). The temperature was raised to 40-45⁰C, stirred for 7 hours and acetone was removed in vacuo. Water (5ml) was added to the reaction mass, stirred and cooled to 0⁰C and acidified with hydrochloric acid. The product was extracted with isopropylether, washed with water. The solvent was concentrated in vacuo and dried to afford 0.65g of m- trifluoromethylcinnamonitrile.

References:

WO2008/35381,2008,A2 Location in patent:Page/Page column 26

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References