ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL
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Benzaldehyde (2a)14
1
Colorless liquid, yield ¼ 0.098 g, 92%. H NMR (250.1 MHz, CDCl3): d ¼ 9.96 (s, 1H,
CHO), 7.82 (d, J ¼ 7.5 Hz, 2H, 2 ꢂ CH), 7.57 (t, J ¼ 7.5 Hz, 1H, CH), 7.47 (t, J ¼ 7.5 Hz,
2H, 2 ꢂ CH). 13C NMR (62.5 MHz, CDCl3): d ¼ 192.4 (C ¼ O), 136.2 (C), 134.3, 130.0
and 128.9 (3 ꢂ CH).
4-Methylbenzaldehyde (2b)14
1
Colorless liquid, yield ¼ 0.110 g, 91%. H NMR (250.1 MHz, CDCl3): d ¼ 9.90 (s, 1 H,
CHO), 7.73 (d, J ¼ 7.6 Hz, 2 H, 2 ꢂ CH), 7.27 (d, J ¼ 7.6 Hz, 2 H, 2 ꢂ CH), 2.38 (s, 3 H,
CH3). 13C NMR (62.5 MHz, CDCl3): d ¼ 191.9 (C ¼ O), 145.4 and 134.0 (2 ꢂ C), 129.7
and 129.6 (2 ꢂ CH), 21.7 (CH3).
3-Methylbenzaldehyde (2c)15
1
Pale yellow liquid, yield ¼ 0.111 g, 92%. H NMR (250.1 MHz, CDCl3): d ¼ 9.90 (s, 1 H,
CHO), 7.60–7.53 (m, 2H, 2 ꢂ CH), 7.35–7.26 (m, 2H, 2 ꢂ CH), 2.34 (s, 3 H, CH3). 13C
NMR (62.5 MHz, CDCl3): d ¼ 192.3 (C ¼ O), 138.7 and 136.3 (2 ꢂ C), 135.1, 129.8,
128.7 and 127.0 (4 ꢂ CH), 20.9 (CH3).
4-Isopropylbenzaldehyde (2d)16
1
Colorless liquid, yield ¼ 0.138 g, 93%. H NMR (250.1 MHz, CDCl3): d ¼ 9.90 (s, 1H, CHO),
7.75 (d, J¼ 7.4 Hz, 2H, 2 ꢂ CH), 7.31 (d, J¼ 7.4 Hz, 2H, 2 ꢂ CH), 2.96–2.85 (m, 1H,
(CH3)2CH), 1.21 (d, J¼ 6.2 Hz, 6H, 2 ꢂ CH3). 13C NMR (62.5 MHz, CDCl3): d ¼ 191.8
(C ¼ O), 156 and 134.4 (2 ꢂ C), 129.9 and 127.0 (2 ꢂ CH), 34.3 (CH3)2CH), 23.4 (CH3)2CH).
1-Naphthaldehyde (2e)17
1
Yellow liquid, yield ¼ 0.144 g, 92%. H NMR (250.1 MHz, CDCl3): d ¼ 10.33 (s, 1H,
CHO), 9.25 (d, J ¼ 8.5 Hz, 1H, CH), 8.01 (d, J ¼ 8.2 Hz, 1H, CH), 7.90-7.84 (m, 2H, 2 ꢂ
CH), 7.65 (t, J ¼ 7.6 Hz, 1H, CH), 7.57-7.51 (m, 2H, 2 ꢂ CH). 13C NMR (62.5 MHz,
CDCl3): d ¼ 193.5 (C ¼ O), 136.7 and 135.2 (2 ꢂ CH), 133.6, 131.2 and 130.4 (3 ꢂ C),
128.9, 128.4, 126.9, 124.8 and 127.7 (5 ꢂ CH).
3-Methoxybenzaldehyde (2f)18
1
Pale yellow liquid, yield ¼ 0.122 g, 90%. H NMR (250.1 MHz, CDCl3): d ¼ 9.92 (s, 1H, CHO),
7.40-7.11 (m, 4H, 4 ꢂ CH), 3.80 (s, 3H, OCH3). 13C NMR (62.5 MHz, CDCl3) d ¼ 192.1
(C ¼ O), 160.0 and 137.6 (2 ꢂ C), 129.9, 123.4, 121.3 and 111.9 (4 ꢂ CH), 55.3 (2 ꢂ OCH3).
2,5-Dimethoxybenzaldehyde (2g)19
Yellow crystal, yield ¼ 0.146 g, 88%; m.p. 49 ꢁC. 1H NMR (250.1 MHz, CDCl3):
d ¼ 10.43 (s, 1H, CHO), 7.31 (d, J ¼ 1.6 Hz, 1H, CH), 7.12 (dd, J ¼ 9.0, 1.6 Hz, 1H, CH),