Acetic Anhydride → N-(2-fluoro-4-iodophenyl)acetamide

Temperatur

0 °C

A solution of 2-fluoro-4-iodoaniline (4.74 g, 20 mmol) in dry tetrahydrofuran (20 mL) was cooled to 0° C. and then treated with acetic anhydride (8.2 g, 80 mmol). The reaction mixture was stirred for 10 min at 0° C. and then was allowed to warm to 25° C. where it was stirred for 2 h. After this time, thin layer chromatography analysis of the reaction mixture indicated the absence of starting material. The reaction mixture was then concentrated in vacuo to afford a crude residue. The residue precipitated from diethyl ether (50 mL) and hexanes (50 mL). The solid was collected by filtration and washed with hexanes to afford N-(2-fluoro-4-iodo-phenyl)-acetamide (5.12 g, 92%) as a white crystalline solid: mp 152-154° C.; EI-HRMS m/e calcd for C8H7FINO (M+) 278.9556, found 278.9559.

1. temperatureto warm to 25° C. where it
2. stirringwas stirred for 2 h
3. concentrationThe reaction mixture was then concentrated in vacuo
4. customto afford a crude residue
5. customThe residue precipitated from diethyl ether (50 mL) and hexanes (50 mL)
6. filtrationThe solid was collected by filtration
7. washwashed with hexanes

ORD-Eintrag

ord-41385d8965614719bee43056b3db429a

Quelldatensatz

uspto-grants-2002_04

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06369232B1