2-Fluoro-5-iodo-4-methoxy-benzaldehyde synthesis

Yield:1202528-42-4 80%

Reaction Conditions:

with N-iodo-succinimide;sulfuric acid at 20;Cooling with ice;

Steps:

11.1

Reference Example 11Step 12-fluoro-5-iodo-4-methoxybenzaldehyde (Compound A53)2-fluoro-4-methoxybenzaldehyde (9.9 g, 64.2 mmol) was dissolved in concentrated sulfuric acid (70 mL). Under ice-cooling, N-iodosuccinimide (13.7 g, 61.0 mmol) was added, and the mixture was stirred at room temperature overnight. The reaction mixture was poured into a cold sodium sulfite aqueous solution. The produced solid substance was separated by filtration to give Compound A53 (14.4 g, yield: 80%) as a brownish solid substance. ESI-MS m/z: 281 [M+H]⁺; ¹H-NMR (300 MHz, CDCl₃) δ(ppm): 3.96 (s, 3H), 6.60 (d, J = 12.1 Hz, 1H), 8.29 (d, J = 7.7 Hz, 1H), 10.13 (s, 1H).

References:

EP2308880,2011,A1 Location in patent:Page/Page column 51