2002
A. R. HAJIPOUR AND Z. NASRESFAHANI
J ¼ 8.4 Hz, 1 H, OCH2), 3.51 (d, J ¼ 11.2 Hz, 1 H, OCH2), 1.89–1.54 (m, 6 H, CH2).
13C NMR (100 MHz, CDCl3): d 159.2, 136.81, 133.44, 128.80, 128.27, 97.73, 67.80,
61.90, 52.70, 30.70, 25.41, 19.40.
2-(2-Chlorobenzyloxy)tetrahydro-2H-pyran. IR (KBr) 2940, 2893, 1591,
1423, 1395, 13.52, 1271, 1209, 1131, 1127, 1025, 977, 916 cmꢂ1 1H NMR
.
(400 MHz, CDCl3): d 7.55–7.25 (b, 4 H), 4.78 (d, J ¼ 12.4 Hz, 1 H, ArCH), 4.65
(br s, 1 H, OCHO), 4.42 (d, J ¼ 12.0 Hz, 1 H, ArCH), 3.98 (s, 3H), 3.89 (t, J ¼ 8.4 Hz,
1 H, OCH2), 3.51 (d, J ¼ 11.2 Hz, 1 H, OCH2), 1.89–1.49 (m, 6 H, CH2). 13C NMR
(100 MHz, CDCl3): d 136.81, 133.44, 128.80, 128.27, 97.73, 67.80, 61.90, 30.70,
25.41, 19.40.
2-(3-Chlorobenzyloxy)tetrahydro-2H-pyran. IR (KBr) 2940, 2893, 1591,
1423, 1395, 13.52, 1271, 1209, 1131, 1127, 1025, 977, 916 cmꢂ1 1H NMR
.
(400 MHz, CDCl3): d 7.55–7.25 (b, 4 H), 4.78 (d, J ¼ 12.4 Hz, 1 H, ArCH), 4.65
(br s, 1 H, OCHO), 4.42 (d, J ¼ 12.0 Hz, 1 H, ArCH), 3.98 (s, 3H), 3.89 (t, J ¼ 8.4 Hz,
1 H, OCH2), 3.51 (d, J ¼ 11.2 Hz, 1 H, OCH2), 1.89–1.54 (m, 6 H, CH2). 13C NMR
(100 MHz, CDCl3): d 136.81, 133.44, 128.80, 128.27, 97.73, 67.80, 61.90, 30.70,
25.41, 19.40.
2-(4-Chlorobenzyloxy)tetrahydro-2H-pyran. IR (KBr) 2940, 2893, 1591,
1423, 1395, 13.52, 1271, 1209, 1131, 1127, 1025, 977, 916 cmꢂ1 1H NMR
.
(400 MHz, CDCl3): d 7.55–7.25 (b, 4 H), 4.78 (d, J ¼ 12.4 Hz, 1 H, ArCH), 4.65
(br s, 1 H, OCHO), 4.42 (d, J ¼ 12.0 Hz, 1 H, ArCH), 3.98 (s, 3H), 3.89 (t, J ¼ 8.4 Hz,
1 H, OCH2), 3.51 (d, J ¼ 11.2 Hz, 1 H, OCH2), 1.89–1.54 (m, 6 H, CH2). 13C NMR
(100 MHz, CDCl3): d 136.81, 133.44, 128.80, 128.27, 97.73, 67.80, 61.90, 30.70,
25.41, 19.40.
2-(4-Nitrobenzyloxy)tetrahydro-2H-pyran. IR (KBr) 2940, 2893, 1591,
1423, 1395, 13.52, 1271, 1209, 1131, 1127, 1025, 977, 814 cmꢂ1 1H NMR
.
(400 MHz, CDCl3): d 8.8 (d, J ¼ 8.8 Hz, 2 H), 6.15 (d, J ¼ 8.8 Hz, 2 H), 7.25 (d, 2
H), 4.78 (d, J ¼ 12.4 Hz, 1 H, ArCH), 4.65 (br s, 1 H, OCHO), 4.42 (d, J ¼ 12.0 Hz,
1 H, ArCH), 3.98 (s, 3H), 3.89 (t, J ¼ 8.4 Hz, 1 H, OCH2), 3.51 (d, J ¼ 11.2 Hz, 1 H,
OCH2), 1.85–1.50 (m, 6 H, CH2). 13C NMR (100 MHz, CDCl3): d 156.7. 130.80,
131.50, 128.80, 128.27, 112.98, 97.7368.80, 53.60, 30.70, 25.41, 19.80.
2-(3,4-Dimethoxybenzyloxy)tetrahydro-2H-pyran. IR (KBr) 2940, 2893,
1
1591, 1423, 1395, 13.52, 1271, 1209, 1131, 1127 cmꢂ1. H NMR (400 MHz, CDCl3):
d 7.28–6.55 (m, 3 H), 4.76 (d, J ¼ 12.4 Hz, 1 H, ArCH), 4.65 (br s, 1 H, OCHO), 4.46
(d, J ¼ 12.0 Hz, 1 H, ArCH), 3.86 (s, 6H), 3.89 (t, J ¼ 8.4 Hz, 1 H, OCH2), 3.51 (d,
J ¼ 11.2 Hz, 1 H, OCH2), 1.89–1.54 (m, 6 H, CH2). 13C NMR (100 MHz, CDCl3): d
149.2, 136.81, 133.44, 128.80, 128.27, 97.73, 67.80, 61.90, 52.70, 30.70, 25.41, 19.40.
2-(1-(4-Chlorophenyl)ethoxy)tetrahydro-2H-pyran. IR (KBr) 2940, 2893,
1
1591, 1423, 1395, 13.52, 1271, 1209, 1131, 1127 cmꢂ1. H NMR (400 MHz, CDCl3):
d7.42 (d, J ¼ 8.8, 2 H), 7.30 (d, J ¼ 8.8, 2 H), 4.90 (m, 1H), 4.40 (m, 1 H), 3.98 (m, 1
H), 3.50 (m, 1 H), 1.98–1.40 (m, 9 H). 13C NMR (100 MHz, CDCl3): d 152.20,
143.80, 128.31, 127.12, 126.60, 96.32, 73.55, 63.04, 31.24, 25.98, 24.80, 20.23. Anal.
calcd. for C13H17ClO2: C, 64.86; H, 7.12. Found: C, 64.33; H, 7.32%.