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4.5.10. N-(4-Iodophenyl)acetamide.54 White solid; 91%
yield; mp 94–95 ꢁC; 1H NMR (400 MHz, CDCl3) d ¼ 7.62 (d, J ¼
8.8 Hz, 2H), 7.55 (br. s, 1H), 7.28 (d, J ¼ 8.4 Hz, 2H), 2.19 (s,
3H) ppm; 13C NMR (101 MHz, CDCl3) d ¼ 168.8, 137.7, 137.5,
121.7, 87.7, 24.8 ppm.
4.5.11. 1-(Acridin-10(9H)-yl) ethanone.55 White solid; 94%
yield; mp 104–106 ꢁC; 1H NMR (600 MHz, CDCl3) d ¼ 7.86 (d, J ¼
8.4 Hz, 2H), 7.64 (d, J ¼ 8.0 Hz, 2H), 7.20–7.18 (m, 2H), 7.13–7.09
(m, 2H), 2.85 (s, 3H) ppm; 13C NMR (151 MHz, CDCl3) d ¼ 170.4,
138.8, 127.6, 126.7, 123.9, 119.6, 116.6, 27.7 ppm.
The progress of the reaction was monitored using thin-layer
chromatography (TLC). Aer the completion of the reaction, the
reaction mixture was diluted with ethyl acetate (5 ml) and then
nanoparticles were separated out by using external magnet. The
separated nanoparticles were washed with water and ethanol
many times and dried under vacuum. The reaction mixture was
washed with saturated NaHCO3 solution and the product was
extracted with ethyl acetate, dried over Na2SO4, and the solvent was
evaporated under vacuum to get the desired products.
4.5.1. N-Phenyl acetamide.50 White solid; 96% yield, mp
111–113 ꢁC; 1H NMR (400 MHz, CDCl3) d ¼ 8.33 (br. s, 1H), 7.45
(d, J ¼ 8.0 Hz, 2H), 7.22–7.18 (m, 2H), 7.03–6.96 (m, 1H), 2.07 (s,
3H) ppm; 13C NMR (151 MHz, CDCl3) d ¼ 169.6, 138.3, 128.7,
124.5, 120.5, 24.6 ppm.
4.5.12. Benzyl acetate.56 Colorless liquid; 99% yield; 1H
NMR (400 MHz, CDCl3) d ¼ 7.29–7.24 (m, 5H), 5.05 (s, 2H), 2.02
(s, 3H) ppm; 13C NMR (101 MHz, CDCl3) d ¼ 170.6, 136.2, 128.4,
128.1, 128.4, 66.5, 21.3 ppm.
4.5.2. N-(2-Ethylphenyl)acetamide.51 White solid; 95%
yield; mp 112–114 ꢁC; 1H NMR (400 MHz, CDCl3) d ¼ 7.60–7.56
(m, 1H), 7.30 (br. s, 1H), 7.16–7.08 (m, 3H), 2.45 (q, J ¼ 7.6 Hz,
2H), 2.10 (s, 3H), 1.16 (t, J ¼ 7.6 Hz, 3H) ppm; 13C NMR (151
MHz, CDCl3) d ¼ 169.6, 136.5, 134.7, 128.3, 126.4, 126.2, 124.7,
24.5, 23.7, 14.2 ppm.
4.5.3. N-(3,5-Dimethylphenyl)acetamide.52 White solid;
95% yield; mp 103–105 ꢁC; 1H NMR (600 MHz, CDCl3) d ¼ 7.66
(br. s, 1H), 7.15 (s, 2H), 6.76 (s, 1H), 2.28 (s, 6H), 2.17 (s,
3H) ppm;13 C NMR (151 MHz, CDCl3) d ¼ 168.9, 138.2, 137.4,
126.9, 117.2, 24.9, 21.6 ppm.
4.5.13. 2,5-Dimethoxybenzyl acetate.57 Colorless liquid;
96% yield; 1H NMR (400 MHz, CDCl3) d ¼ 6.93 (s, 1H), 6.84–6.82
(m, 2H), 5.15 (s, 2H), 3.76 (s, 3H), 3.74 (s, 3H), 2.08 (s, 3H) ppm;
13C NMR (151 MHz, CDCl3) d ¼ 171.2, 153.7, 151.8, 125.4, 115.9,
113.9, 111.7, 61.8, 56.3, 55.9, 21.4 ppm.
4.5.14. 9H-Fluoren-9-yl acetate.58 Colourless liquid; 94%
yield; 1H NMR (400 MHz, CDCl3) d ¼ 7.53 (d, J ¼ 7.4 Hz, 2H), 7.45
(d, J ¼ 7.4 Hz, 2H), 7.28 (t, J ¼ 7.4 Hz, 2H), 7.18 (t, J ¼ 7.4 Hz, 2H),
6.69 (s, 1H), 2.07 (s, 3H) ppm; 13C NMR (101 MHz, CDCl3) d ¼
171.7, 142.3, 141.5, 129.7, 127.7, 125.5, 120.4, 75.3, 21.5 ppm.
4.5.15. Cinnamyl acetate.56 Colourless liquid; 93% yield; 1H
NMR (600 MHz, CDCl3) d ¼ 7.45–7.43 (m, 2H), 7.39–7.36 (m,
2H), 7.32–7.29 (m, 1H), 6.69 (d, J ¼ 16.2 Hz, 1H), 6.35–6.32 (m,
1H), 4.78 (d, J ¼ 6.6 Hz, 2H), 2.15 (s, 3H) ppm; 13C NMR (151
MHz, CDCl3) d ¼ 170.7, 136.4, 134.4, 128.7, 128.4, 126.8, 123.4,
65.3, 21.2 ppm.
4.5.4. N-(4-Isopropylphenyl)acetamide.52 White viscous
liquid; 94% yield; 1H NMR (600 MHz, CDCl3) d ¼ 8.17 (br. s, 1H),
7.42–7.40 (m, 2H), 7.18–7.14 (m, 2H), 2.87–2.85 (m, 1H), 2.14 (s,
3H), 1.24 (d, J ¼ 7.2 Hz, 6H) ppm;13 C NMR (151 MHz, CDCl3) d ¼
169.4, 145.2, 135.6, 126.5, 120.7, 33.8, 24.5, 24.3 ppm.
4.5.5. N-p-Tolyl acetamide.50 White solid; 96% yield; mp
152–154 ꢁC; 1H NMR (400 MHz, CDCl3) d ¼ 7.92 (br. s, 1H), 7.39
(d, J ¼ 8.4 Hz, 2H), 7.12 (d, J ¼ 8.4 Hz, 2H), 2.35 (s, 3H), 2.11 (s,
3H) ppm; 13C NMR (101 MHz, CDCl3) d ¼ 168.6, 135.1, 134.6,
129.5, 120.1, 24.5, 20.7 ppm.
4.5.16. Phenyl acetate.59 Colourless liquid; 99% yield; 1H
NMR (400 MHz, CDCl3) d ¼ 7.29–7.25 (m, 2H), 7.14–7.14 (m,
1H), 6.96–6.99 (m, 2H), 2.17 (s, 3H) ppm; 13C NMR (101 MHz,
CDCl3) d ¼ 169.3, 150.6, 129.2, 125.7, 121.4, 21.3 ppm.
4.5.17. 4-Chlorophenyl acetate.59 Colourless liquid; 92%
1
4.5.6. N-(4-Hydroxyphenyl)acetamide.50 White solid; 95%
yield; H NMR (600 MHz, CDCl3) d ¼ 7.34 (d, J ¼ 9.0 Hz, 2H),
1
7.09 (d, J ¼ 9.0 Hz, 2H), 2.34 (s, 3H) ppm; 13C NMR (151 MHz,
CDCl3) d ¼ 169.5, 149.4, 131.4, 129.7, 123.3, 21.4 ppm.
4.5.18. 2,6-Dimethylphenyl acetate.60 Colourless liquid;
ꢁ
yield; mp 174–175 C; H NMR (400 MHz, DMSO-d6) d ¼ 9.40
(br. s, 1H), 8.92 (br. s, 1H), 7.10 (d, J ¼ 8.8 Hz, 2H), 6.40 (d, J ¼
8.8 Hz, 2H), 1.70 (s, 3H) ppm; 13C NMR (101 MHz, DMSO-d6) d ¼
168.0, 153.4, 131.6, 121.6, 115.8, 24.3 ppm.
1
89% yield; H NMR (600 MHz, CDCl3) d ¼ 7.17–7.14 (m, 3H),
2.43 (s, 3H), 2.25 (s, 6H) ppm; 13C NMR (151 MHz, CDCl3) d ¼
168.7, 148.5, 130.3, 128.8, 125.7, 20.8, 16.2 ppm.
4.5.7. N-(3-Fluorophenyl)acetamide.50 White solid; 92%
1
ꢁ
yield; mp 56–57 C; H NMR (600 MHz, CDCl3) d ¼ 8.94 (br. s,
1H), 7.52–7.49 (m, 1H), 7.24–7.19 (m, 2H), 6.80–6.77 (m, 1H),
2.14 (s, 3H) ppm; 13C NMR (151 MHz, CDCl3) d ¼ 169.6, 169.6,
163.9, 162.5, 139.9, 139.9, 130.04, 129.7, 115.9, 111.4, 110.6,
107.5, 107.3, 24.2 ppm.
4.5.19. 2-Isopropyl-5-methylphenyl acetate.61 Colourless
1
liquid; 88% yield; H NMR (400 MHz, CDCl3) d ¼ 7.12 (d, J ¼
8.0 Hz, 1H), 6.95 (d, J ¼ 8.0 Hz, 1H), 6.74 (s, 1H), 2.94–2.87 (m,
1H), 2.25 (s, 3H), 2.24 (s, 3H), 1.13 (d, J ¼ 7.2 Hz, 6H) ppm; 13
C
4.5.8. N-(4-Chlorophenyl)acetamide.50 White solid; 93%
NMR (101 MHz, CDCl3) d ¼ 169.6, 147.7, 137.3, 136.5, 127.4,
126.7, 122.6, 27.4, 23.4, 21.3, 20.7 ppm.
1
ꢁ
yield; mp 104–106 C; H NMR (600 MHz, DMSO-d6) d ¼ 10.09
(br. s, 1H), 7.61 (d, J ¼ 8.8 Hz, 2H), 7.33 (d, J ¼ 8.8 Hz, 2H), 2.06
(s, 3H). ppm; 13C NMR (151 MHz, DMSO-d6) d ¼ 168.8, 138.8,
129.1, 126.3, 120.8, 24.6 ppm.
4.5.20. 5-Isopropyl-2-methylphenyl acetate.62 Colourless
1
liquid; 90% yield; H NMR (400 MHz, CDCl3) d ¼ 7.16 (d, J ¼
7.6 Hz, 1H), 7.09 (d J ¼ 7.6 Hz, 1H), 6.95 (s, 1H), 2.94–2.86 (m,
1H), 2.36 (s, 3H), 2.16 (s, 3H), 1.25 (d, J ¼ 6.8 Hz, 6H) ppm; 13
C
4.5.9. N-(3-Bromophenyl)acetamide.53 White solid; 90%
1
ꢁ
yield; mp 81–82 C; H NMR (400 MHz, CDCl3) d ¼ 8.61 (br. s,
1H), 7.82 (s, 1H), 7.43 (d, J ¼ 8.0 Hz, 1H), 7.25 (d, J ¼ 8.0 Hz, 1H),
7.12 (t, J ¼ 8.0 Hz, 1H), 2.17 (s, 3H) ppm; 13C NMR (151 MHz,
CDCl3) d ¼ 169.7, 139.8, 130.6, 127.7, 123.2, 122.5, 118.7,
24.6 ppm.
NMR (101 MHz, CDCl3) d ¼ 169.5, 149.6, 148.3, 130.7, 127.4,
124.3, 119.6, 33.8, 23.7, 20.6, 15.6 ppm.
4.5.21. Naphthalene-6-yl acetate.59 Pale yellow liquid; 92%
yield; 1H NMR (400 MHz, CDCl3) d ¼ 7.67–7.63 (m, 3H), 7.44 (s,
21298 | RSC Adv., 2021, 11, 21291–21300
© 2021 The Author(s). Published by the Royal Society of Chemistry