ChemicalBook CAS DataBase List N-[4-Cyano-3-(trifluoromethyl)phenyl]methacrylamide epoxide

N-[4-Cyano-3-(trifluoromethyl)phenyl]methacrylamide epoxide synthesis

11synthesis methods

Product Name:N-[4-Cyano-3-(trifluoromethyl)phenyl]methacrylamide epoxide
CAS Number:90357-51-0
Molecular formula:C12H9F3N2O2
Molecular Weight:270.21

N-[4-Cyano-3-(trifluoromethyl)phenyl]-2-methacrylamide

90357-53-2
143 suppliers
$60.00/5 g

N-[4-Cyano-3-(trifluoromethyl)phenyl]methacrylamide epoxide

90357-51-0
207 suppliers
$28.00/5G

Yield:90357-51-0 82%

Reaction Conditions:

with 3-chloro-benzenecarboperoxoic acid in dichloromethane for 10 h;Heating / reflux;

Steps:

2 EXAMPLE 2 .N-[4-cyano-3-(trifluoromethyl)phenyl]-2-methyl-2-oxiranecarboxamide (5A)
460 mg of the amide (7) from the Example 1 was dissolved in 30 ml of dichloromethane. 560 mg of m-chloroperbenzoic acid (purity 70-75%) was added. The reaction mixture was stirred overnight at reflux. The reaction was monitored with HPLC. The reaction mixture was washed successively with 2×20 ml of a sodium sulfite solution, 2×20 ml of saturated aqueous NaHCO3 and 20 ml of brine. The organic layer was dried (Na2SO4), filtrated and evaporated under reduced pressure yielding the epoxide (5A) as yellow solid material. Isolated yield: 400 mg (82%). 1H- and 13C-NMR confirmed the expected structure. HPLC: 96% purity

References:

Thijs, Lambertus;Keltjens, Rolf;Ettema, Gerrit J. B. US2004/68135, 2004, A1 Location in patent:Page 12

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90357-53-2
143 suppliers
$60.00/5 g

90357-51-0
207 suppliers
$28.00/5G

References