Phenylboronic Acid → N-n-propyl-3-phenylbenzamide
Reaktionsgleichung
[CH2:1]([NH:4][C:5](=[O:13])[C:6]1[CH:11]=[CH:10][CH:9]=[C:8](Br)[CH:7]=1)[CH2:2][CH3:3].[C:14]1(B(O)O)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>>[CH2:1]([NH:4][C:5](=[O:13])[C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:7]=1)[CH2:2][CH3:3]Komponenten
3
Versuchsvorschrift
Using Preparation Method 2, N-n-propyl-3-bromobenzamide from Example 1A was reacted with phenyl boronic acid. The resulting reaction mixture was purified using SiO2 with CH2Cl2 (100%) to CH2Cl2/MeOH 90:10 to give N-n-propyl-3-phenylbenzamide as a white solid (96%). NMR 1H (ppm, CDCl3): 7.97 (t, J4=1.53 Hz, 1H), 7.69 (dd, J3=7.91 Hz, J4=1.84 Hz, 2H), 7.61-7.58 (m, 2H), 7.51-7.24 (m, 4H), 6.17 (br. s., 1H), 3.47-3.40 (m, 2H), 1.65 (sext., J3=7.32 Hz, 2H), 0.98 (t, J3=7.38 Hz, 3H).
Aufarbeitung
- customThe resulting reaction mixture
- customwas purified
Quellen und Nachweise
- ORD-Eintrag
- ord-d1c3e3b57892430283c309dd165ffa64
- Quelldatensatz
- uspto-grants-2011_06
- Patentnummer
- US07956216B2
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