1
656
A. G. M. Barrett et al.
LETTER
1
(
14) IR and H NMR for Friedel–Crafts Acylation Products:
J = 3.5 Hz), 7.52–7.68 (m, 6 H), 7.87 (d, 2 H, J = 3.0 Hz). 5-
–
1
1
–1 1
4
(
-Methoxyacetophenone: IR (KBr): 1676 cm . H NMR
300 MHz, CDCl3): = 2.58 (s, 3 H), 3.84 (s, 3 H), 6.96 (d,
H, J = 9.0 Hz), 7.95 (d, 2 H, J = 9.0 Hz). 4-Methoxy-
isobutyrophenone: IR (KBr): 1675 cm . H NMR (300
MHz, CDCl3): = 1.20 (d, 6 H, J = 7.0 Hz), 3.53 (septet, 1
H, J = 7.0 Hz), 3.87 (s, 3 H), 6.94 (d, 2 H, J = 8.5 Hz), 7.95
Acetyl-3-methylthiophene: IR (KBr): 1662 cm . H NMR
(270 MHz, CDCl3): = 2.29 (s, 3 H), 2.53 (s, 3 H), 7.22 (d,
1 H, J = 1.0 Hz), 7.49 (d, 1 H, J = 1.0 Hz). 2-Acetyl-3-
2
–
1
1
–1 1
methylthiophene: IR (KBr): 1662 cm . H NMR (270
MHz, CDCl3): = 2.29 (s, 3 H), 2.55 (s, 3 H), 6.93 (d, 1 H,
J = 5.0 Hz), 7.39 (d, 1 H, J = 5.0 Hz). 2- and 5-Isobutyryl-
–
1 1
(
d, 2 H, J = 8.5 Hz). 4-Methoxybenzophenone: IR (KBr):
3-methylthiophene: IR (KBr): 1660 cm . H NMR (300
MHz, CDCl3): = 1.23 (d, 6 H, J = 7.0 Hz), 2.13 (s, 1.05 H),
2.59 (s, 1.95 H), 3.32 (m, 1 H), 6.97 (d, 0.65 H, J = 5.0 Hz),
7.38 (s, 0.35 H), 7.40 (d, 0.65 H, J = 5.0 Hz), 7.55 (s, 0.35
H). 2- and 5-Benzoyl-3-methylthiophene: IR (KBr): 1633
–
1 1
1
6
7
650 cm . H NMR (300 MHz, CDCl ): = 3.91 (s, 3 H),
3
.98 (d, 2 H, J = 8.0 Hz), 7.47–7.59 (m, 3 H), 7.78 (d, 2 H,
.0 Hz), 7.85 (d, 2 H, J = 8.0 Hz). 4-Thiomethylace-
tophenone: IR (KBr): 1673 cm . H NMR (300 MHz,
–
1 1
–
1 1
CDCl ): = 2.55 (s, 3 H), 2.59 (s, 3 H), 7.28 (d, 2 H, J = 8.0
cm . H NMR (300 MHz, CDCl ): = 2.34 (s, 1.2 H), 2.51
3
3
Hz), 7.89 (d, 2 H, J = 8.0 Hz). 4-Thiomethyl-isobutyro-
phenone: IR (KBr): 1670 cm . H NMR (300 MHz,
(s, 1.8 H), 7.03 (d, 0.6 H, J = 5.0 Hz), 7.34 (s, 0.4 H), 7.46–
7.61 (m, 4 H), 7.86 (m, 2 H). 9-Benzoylanthracene: IR
–
1 1
–
1 1
CDCl ): = 1.21 (d, 6 H, J = 7.0 Hz), 2.53 (s, 3 H), 3.51
(KBr): 1656 cm . H NMR (300 MHz, CDCl ): = 7.39–
3
3
(
septet, 1 H, J = 7.0 Hz), 7.27 (d, 2 H, J = 8.5 Hz), 7.87 (d, 2
7.61 (m, 7 H), 7.74 (d, 2 H, J = 8.5 Hz), 7.84 (d, 2 H, J = 7.0
Hz), 8.09 (d, 2 H, J = 8.5 Hz), 8.56 (s, 1 H). - and - Benz-
oylnaphthalene: IR (KBr): 1659 cm . H NMR (300 MHz,
H, J = 8.5 Hz). 4-Thiomethylbenzophenone: IR (KBr):
–1
1
–1 1
1
7
2
649 cm . H NMR (300 MHz, CDCl ): = 2.56 (s, 3 H),
3
.28–7.32 (2 H, m), 7.48–7.65 (3 H, m), 7.72-7.80 (m, 4 H).
CDCl ): = 7.46–7.65 (m, 7 H), 7.88–8.05 (m, 4 H), 8.11 (d,
3
–
1 1
-Acetylthiophene: IR (KBr): 1662 cm . H NMR (270
0.65 H, J = 7.5 Hz), 8.29 (s, 0.35 H). 2,4-Dimethyl-
–
1 1
MHz, CDCl3): = 2.59 (s, 3 H), 7.15 (1 H, t, J = 4.0 Hz) 7.65
d, 1 H, J = 4.0 Hz), 7.71 (d, 1 H, J = 4.0 Hz). 2-Isobutyryl-
benzophenone: IR (KBr): 1662 cm . H NMR (300 MHz,
(
CDCl ): = 2.35 (s, 3 H), 2.41 (s, 3 H), 7.07 (d, 1 H, J = 7.0
3
–
1 1
thiophene: IR (KBr): 1662 cm . H NMR (300 MHz,
CDCl ): = 1.27 (d, 6 H, J = 7.0 Hz), 3.41 (septet, 1 H,
J = 7.0 Hz) 7.15 (t, 1 H, J = 4.5 Hz) 7.65 (d, 1 H, J = 5.0 Hz),
Hz), 7.13 (s, 1 H), 7.25 (d, 1 H, J = 7.5 Hz), 7.47 (m, 2 H),
7.58 (m, 1 H), 7.81 (d, 2 H, J = 7.0 Hz). 2- and 4-Methyl-
3
–
1 1
benzophenone: IR (KBr): 1658 cm . H NMR (300 MHz,
7
.75 (d, 1 H, J = 4.5 Hz). 2-Benzoylthiophene: IR (KBr):
CDCl ): = 2.36 (s, 0.4 H, 2-CH ), 2.45 (s, 2.6 H, 4-CH ),
7.29–7.82 (m, 9 H).
3
3
3
–1 1
1632 cm . H NMR (300 MHz, CDCl ): = 7.19 (t, 1 H,
3
Synlett 2002, No. 10, 1653–1656 ISSN 0936-5214 © Thieme Stuttgart · New York