Reaction #1005989

ord-f1b2e631d83945d9856db428c0d4a189

Reaction equation

COC(=O)c1ccccc1OS(=O)(=O)C(F)(F)F
methyl 2-(trifluoromethanesulfonyloxy)benzoate
Nc1ccccc1
aniline
COC(=O)c1ccccc1Nc1ccccc1
N-Phenylanthranilic acid methyl ester

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

Reaction of methyl 2-(trifluoromethanesulfonyloxy)benzoate with aniline according to general procedure A provided methyl ester of 2 as a yellow oil (99% yield). 1H NMR (CDCl3, 500 MHz): δ=9.48 (s, 1H), 7.97 (d, J=8.0 Hz, 1H), 7.22-7.40 (m, 6H), 7.10 (t, J=7.3 Hz, 1H), 6.74 (t, J=7.5 Hz, 1H), 3.91 (s, 3H). 13C NMR (CDCl3, 125 MHz): δ=169.1, 148.2, 141.0, 134.3, 131.8, 129.6, 123.8, 122.8, 117.3, 114.3, 112.2, 51.9.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09271961B2uspto-grants-2016_03