4-Iodo-3-methoxy-benzoic acid tert-butyl ester synthesis
- Product Name:4-Iodo-3-methoxy-benzoic acid tert-butyl ester
- CAS Number:1202057-10-0
- Molecular formula:C12H15IO3
- Molecular Weight:334.15
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Yield:1202057-10-0 62%
Reaction Conditions:
with di-tert-butyl dicarbonate;dmap in dichloromethane; for 24 h;Reflux;
Steps:
10
Preparation 10; tert-Butyloxy 4-lodo-3-methoxybenzoate; To a solution of 4-iodo-3-methoxybenzoic acid (2.7 g, 11 mmol) in dichloromethane (40 mL) and tert-butanol (10 mL), di-tert-butyldicarbonate (4.2 g, 19.2 mmol) and a catalytic amount of 4-dimethylaminopyridine were added.The mixture was heated at reflux for 24 hours. The mixture was cooled down to room temperature, and the solvent evaporated to dryness. The residue was crystallized from diethyl ether to give the title compound (2.3 g, 62% yield) as a white solid. 1H NMR (400 MHz, DMSO-d6) δ ppm: 1.55 (s, 9 H) 3.89 (s, 3 H) 7.27(dd, J 1.71 Hz and J 8.05 Hz, 1 H), 7.38 (d, J1.71 Hz, 1 H), 7.92 (d, J 8.05 Hz, 1 H).
References:
WO2009/156315,2009,A1 Location in patent:Page/Page column 62
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