2,4-dihydroxy-5-iodobenzaldehyde synthesis
- Product Name:2,4-dihydroxy-5-iodobenzaldehyde
- CAS Number:131088-03-4
- Molecular formula:C7H5IO3
- Molecular Weight:264.02
95-01-2
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Yield:131088-03-4 51%
Reaction Conditions:
with Iodine monochloride;acetic acid in dichloromethane at 20; for 5 h;Inert atmosphere;
Steps:
2,4-Dihydroxy-5-iodobenzaldehyde (4a).
To a stirred solution of 2,4-dihydroxybenzaldehyde (20) (1.50 g, 10.9 mmol) in AcOH (7.5 mL) was added slowly ICl (17.32 mL, 17.31 mmol) in CH2Cl2 under nitrogen atmosphere and stirred for 5 h at rt. The reaction was quenched with sodium thiosulfate-H2O (4:1) resulted solid product and the solid was filtered and washed with water resulted the product as brown solid. Yield: 2.87 g (51%); Rf 0.63 (EtOAc/hexane =1/2); mp 167-170 oC; 1H NMR (300 MHz, acetone-d6) δ9.67 (1H, s), 7.95 (1H, s), 6.36 (1H, s); 13C NMR (75 MHz,acetone-d6) δ 193.02, 157.65, 156.77, 143.92, 117.75, 102.05,70.61.
References:
Lee, Jae Jun;Yun, So-Ra;Jun, Jong-Gab [Bulletin of the Korean Chemical Society,2014,vol. 35,# 12,p. 3453 - 3458]
