R. Dey et al. / Tetrahedron 66 (2010) 2301–2305
2305
a white solid (178 mg, 98%). The spectroscopic data (IR, 1H NMR,
Supplementary data
and 13C NMR) are in good agreement with the reported values.
The MS-Pd catalyst was recovered and washed with water–
acetone (1:1) (2ꢃ2 mL) and then once with acetone and dried in
the oven for 2 h at 80 ꢀC for next use. It was recycled for five times
without any appreciable loss of activity (Fig. 7).
Supplementary data associated with this article can be found in
References and notes
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This procedure was followed for all of the reactions listed in
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a 1 mmol scale, gram quantities also provided similar results.
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4.4.1. 3-Chloro-biphenyl-2-carbaldehyde (1). Colorless liquid; Rf 0.8
(hexane/ether 9:1); IR (neat): 2862, 1703, 1585, 1450, 1201, 1045,
823, 790 cmꢁ1; 1H NMR (300 MHz)
d
7.32 (broad, 3H), 7.43–7.45 (m,
3H), 7.48–7.49 (m, 2H), 10.06 (s, 1H); 13C NMR (75 MHz)
d
128.3,
128.5 (2C), 129.6 (3C), 130.2, 131.9, 132.7, 134.5, 137.9, 146.6, 191.1;
m/z calcd for [C13H9OClþNa]þ: 239.024, found: 239.027.
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1448, 1201, 759, 702 cmꢁ1
;
1H NMR (300 MHz)
d
2.40 (s, 3H),
7.16–7.31 (m, 5H), 7.44–7.46 (m, 2H), 10.02 (s, 1H); 13C NMR
(75 MHz)
d 21.2, 129.2 (2C), 129.6 (3C), 130.0, 132.0, 132.7, 134.3,
134.9, 138.3, 146.7, 191.3; m/z calcd for [C14H11OClþNa]þ: 253.039,
found: 253.036.
Acknowledgements
This work has been supported by DST, Govt. of India, New Delhi
through J.C.B. Fellowship [Grant No. SR/S2/JCB-11/2008] to B.C.R.
R.D. is thankful to CSIR, New Delhi for his fellowship.
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