反応 #57974

反応方程式

2-[(1,1′-biphenyl-4-ylcarbonyl)amino]4-[3-({[(1E)-(4-tert-butylphenyl)methylidene]amino}oxy)propoxy]benzoic acid methyl ester

KOH

→

2-[(1,1′-biphenyl-4-ylcarbonyl)amino]-4-[3-({[(1E)-(4-tert-butylphenyl)methylidene]amino}oxy)propoxy]benzoic acid

溶媒

THF MeOH

反応条件

後処理

1. 1
   その他The desired product was prepared

実験手順

The desired product was prepared using a procedure similar to Step 7 of example 34. Thus, 2-[(1,1′-biphenyl-4-ylcarbonyl)amino]4-[3-({[(1E)-(4-tert-butylphenyl)methylidene]amino}oxy)propoxy]benzoic acid methyl ester (0.253 g, 0.448 mmol) was reacted with 1N KOH (0.90 ml) in THF/MeOH (6 ml/4 ml) to give 2-[(1,1′-biphenyl-4-ylcarbonyl)amino]-4-[3-({[(1E)-(4-tert-butylphenyl)methylidene]amino}oxy)propoxy]benzoic acid (0.157 g, 0.285 mol, 64%) as a white solid, mp 155-158.5° C. 1H NMR (DMSO-d6) δ 1.25 (s, 9H), 2.14-2.18 (m, 2H), 4.21 (t, J=6.3 Hz, 2H), 4.28 (t, J=6.3 Hz, 2H), 6.78 (dd, J=2.4, 8.9 Hz, 1H), 7.38-7.45 (m, 3H), 7.49-7.54 (m, 4H), 7.77 (d, J=8.3 Hz, 2H), 7.90 (d, J=8.2 Hz, 2H), 7.98-8.06 (m, 3H), 8.22 (s, 1H), 8.46 (d, 2.4 Hz, 1H) 12.60 (s, 1H); IR (solid) 3120, 2960, 1620, 1580, 1220 and 1140 cm−1; [ES(+)], m/z 551 (M+H)+; Anal. Calcd. for C34H34N2O5: C, 74.16; H, 6.22; N, 5.09, Found: C, 73.94; H, 5.91; N, 4.93.

出典