4-chloro-2-hydroxy-3-iodobenzaldehyde synthesis
- Product Name:4-chloro-2-hydroxy-3-iodobenzaldehyde
- CAS Number:1009093-34-8
- Molecular formula:C7H4ClIO2
- Molecular Weight:282.46
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Yield:1009093-34-8 99%
Reaction Conditions:
Stage #1: formaldehydwith triethylamine;magnesium chloride in tetrahydrofuran at 20; for 0.166667 h;
Stage #2: 3-chloro-2-iodo-phenol in tetrahydrofuran; for 3 h;Heating / reflux;
Steps:
74.D
To a mixture of MgCl2 (2.25 g, 23.6 mmol, 2 eq) and paraformaldehyde (1.06 g, 35.4 mmol, 3 eq) in THF (60 mL) under argon, was added triethylamine (3.29 mL, 23.6 mmol, 2 eq). The mixture was stirred at room temperature, under argon, for 10 min and phenol 186 (3.00 g, 11.8 mmol, 1 eq) was added. The reaction was heated to reflux for 3 h then allowed to cool to room temperature. Diethyl ether (100 mL) was added and the solution was washed with HCl 1 N (3×100 mL), dried over Na2SO4, filtered and concentrated to dryness to obtain crude 187 (3.33 g, 11.8 mmol) which was taken on without further purification. Yield 99%.
References:
US2008/114167,2008,A1 Location in patent:Page/Page column 172
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