Reaktion #7823

ord-16d49891de3a4889a573984ceb9536d8

Reaktionsgleichung

COc1cc(-c2nc3ccccc3o2)ccc1C(C)C#N
2-[4-(1,3-benzoxazol-2-yl)-2-methoxyphenyl]propanenitrile
COc1cc(-c2nc3ccccc3o2)ccc1C#N
4-(1,3-benzoxazol-2-yl)-2-methoxybenzonitrile
CCCI
1-iodopropane
CCCC(C#N)c1ccc(-c2nc3ccccc3o2)cc1OC
2-[4-(1,3-benzoxazol-2-yl)-2-methoxyphenyl]pentanenitrile

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

Utilizing the general procedure outlined in the synthesis of 2-[4-(1,3-benzoxazol-2-yl)-2-methoxyphenyl]propanenitrile, 4-(1,3-benzoxazol-2-yl)-2-methoxybenzonitrile (200 mg, 0.75 mmol) was reacted with 1-iodopropane (73 μL, 0.75 mmol) to afford the desired 2-[4-(1,3-benzoxazol-2-yl)-2-methoxyphenyl]pentanenitrile as a yellow solid: 1H NMR (CDCl3, 300 MHz) δ 7.87–7.84 (d, 1H), 7.79–7.75 (m, 2H), 7.60–7.54 (m, 2H), 7.38–7.35 (m, 2H), 4.27–4.23 (t, 1H), 3.98 (s, 3H), 1.89–1.82 (M, 2H), 1.57–1.53 (m, 2H), 1.00–0.95 (t, 3H). MS (ESI) 307 (M+H)+.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07087601B2uspto-grants-2006_08