反应详情

The product from step (i) above (1 kg, 2.56 mol) was dissolved in THF (3.5 L) and AcOH (500 mL) and hydrogenated at 3 MPa (30 bar) H2 at up to 60° C. with 5% Pt/C (30 g of JM type 18 MA, 55% water). Analysis after 5 hrs showed a 1:1 ratio of ArNHOH and ArNH2. The reaction reached completion after being left overnight, with 1H NMR analysis showing 3% des-bromo side product. The catalyst was filtered off, then the residue was diluted with ethyl acetate (3 L) and washed with 20% potassium carbonate solution (3.5 L). The organics were then dried, filtered and concentrated in vacuo to provide a residue that was then slurried in 5 volumes of diethyl ether overnight to reduce the level of the des-bromo species (<2% after the slurry). The sub-title compound was obtained in 90% yield with a purity of 86% by LC.

1. customup to 60° C.
2. waitafter being left overnight, with 1H NMR analysis
3. filtrationThe catalyst was filtered off
4. additionthe residue was diluted with ethyl acetate (3 L)
5. washwashed with 20% potassium carbonate solution (3.5 L)
6. customThe organics were then dried
7. filtrationfiltered
8. concentrationconcentrated in vacuo
9. customto provide a residue that