822
MA AND ZHANG
3-Benzoyl-1-cyano-1-ethoxycarbonyl-2-phenyl-propane (3c). Oil. nmax
(cmꢀ1): 2250(CN), 1745 (COOC H5), 1680(CO). dH (ppm) 0.93 (3H, t,
2
J ¼ 6.4 Hz, CH3), 3.56–3.65 (2H, d, J ¼ 7.2 Hz, CH2), 3.86–4.15 (3H, m,
CH, OCH2), 4.52–4.56 (1H, d, J ¼ 3.2 Hz, CH), 7.30–8.05 (10H, m,
ArH). m/z: 321 (Mþ, 1.2), 248 (26.8), 209 (16.4), 119 (11.3), 105 (100),
77 (31.2).
3-Benzoyl-1-cyano-1-ethoxycarbonyl-2-(40-chlorophenyl)-propane (3d).
Oil. nmax (cmꢀ1): 2250(CN), 1740(COOC 2H5), 1685 (CO). dH (ppm)
0.99 (3H, t, J ¼ 6.4 Hz, CH3), 3.59–3.67 (2H, d, J ¼ 6.4 Hz, CH2),
3.86–4.24 (3H, m, CH, OCH2), 4.63–4.67 (1H, d, J ¼ 3.2 Hz, CH),
7.21–7.90(9H, m, ArH). m/z: 355 (Mꢀ, 1.4), 282 (22.9), 243 (16.4), 119
(13.8), 105 (100), 77 (40.4).
3-Benzoyl-1-acetyl-1-ethoxycarbonyl-2-phenyl-propane
(3e).
M.p.
120–122ꢁC (lit.,8 120–121ꢁC). nmax (cmꢀ1): 1745 (COOC2H5), 1710
(COCH3), 1680(COPh). dH (ppm) 0.95 (3H, t, J ¼ 6.4 Hz, CH3), 2.16
(3H, s, CH3), 3.48–3.57 (2H, d, J ¼ 7.2 Hz, CH2), 3.80–4.28 (4H, m, 2CH,
OCH2), 7.10–7.84 (10H, m, ArH).
3-Benzoyl-1-acetyl-1-ethoxycarbonyl-2-(40-chlorophenyl)-propane (3f).
M.p. 109–111ꢁC (lit.,8 110–111ꢁC). nmax (cmꢀ1): 1740(COOC H5), 1710
2
(COCH3). 1680, (COPh). dH (ppm) 1.00 (3H, t, J ¼ 6.4 Hz, CH3), 2.30
(3H, s, CH3), 3.45–3.55 (2H, d, J ¼ 8.0Hz, CH 2), 3.76–4.23 (4H, m, 2CH,
OCH2), 7.19–7.79 (9H, m, ArH).
3-Benzoyl-1,1-diethoxycarbonyl-2-phenyl-propane (3g). M.p. 63–65ꢁC
(lit.,8 65–67ꢁC). nmax (cmꢀ1): 1740(COOC H5), 1680(COPh). dH (ppm)
2
0.90 (3H, t, J ¼ 7.2 Hz, CH3), 3.38–3.47 (2H, d, J ¼ 7.2 Hz, CH2),
3.95–4.19 (5H, m, CH, 2OCH2), 4.40–4.43 (1H, d, J ¼ 2.4 Hz, CH),
7.14–7.94 (10H, m, ArH).
3-Benzoyl-1,1-diethoxycarbonyl-2-(40-chlorophenyl)-propane (3h). M.p.
93–95ꢁC (lit.,8 96–98ꢁC). nmax (cmꢀ1): 1740(COOC H5), 1680(COPh). dH
2
(ppm) 0.98 (3H, t, J ¼ 7.2 Hz, CH3), 3.36–3.46 (2H, d, J ¼ 8.0Hz, CH 2),
4.00–4.21 (5H, m, CH, 2OCH2), 4.42–4.45 (1H, d, J ¼ 2.4 Hz, CH),
7.14–8.13 (9H, m, ArH).
4-Nitro-1,3-diphenyl-1-butanone (3i). M.p. 98–100ꢁC (lit.,8 100–101ꢁC).
nmax (cmꢀ1): 1685 (COPh), 1545 (NO2), 1375 (NO2). dH (ppm) 3.40–3.48
(2H, d, J ¼ 6.4 Hz, CH2), 4.00–4.34 (1H, m, CH), 4.66–4.77 (2H, d,
J ¼ 8.8 Hz, CH2), 7.14–7.90(10H, m, ArH).
4-Nitro-1-phenyl-3-(40-chlorophenyl)-1-butanone (3j). M.p. 110–111ꢁC.
nmax (cmꢀ1): 1680(COPh), 1550(NO 2), 1360(NO ). dH (ppm) 3.44–3.52
2
(2H, d, J ¼ 6.4 Hz, CH2), 4.08–4.37 (1H, m, CH), 4.68–4.79 (2H, d,
J ¼ 8.8 Hz, CH2), 7.14–8.01 (9H, m, ArH). m/z: 257 (M-46, 0.8), 256 (1.9),
105 (100), 77 (26.7). Anal. Calcd for C20H18ClNO3: C, 63.27; H, 4.65; N,
4.61. Found: C, 63.10; H, 4.64; N, 4.63.