Methanol → Methyl 2-(2-iodophenyl)acetate

Temperature

80 °C

2-(2-Iodophenyl)acetic acid (5.00 g, 19.1 mmol) was placed into a reaction flask and dissolved in MeOH (150 mL). Sulfuric acid (250 μL) was added and reaction mixture was stirred and heated at 80° C. under nitrogen for 16 hours. The resulting mixture was cooled to room temperature and the volatiles removed by evaporation under reduced pressure. The residue was taken up in ethyl acetate (100 mL), washed with 10% NaHCO3 (100 mL), dried (MgSO4) and evaporated under reduced pressure to give the title compound (I9) (5.20 g, 99%) as a clear liquid; 1H NMR (400 MHz, CDCl3) δ 7.85 (dd, J=7.9, 1.0 Hz, 1H), 7.35-7.27 (m, 2H), 6.97 (ddd, J=7.9, 7.0, 2.1 Hz, 1H), 3.81 (s, 2H), 3.72 (s, 3H).

1. customreaction mixture
2. temperatureThe resulting mixture was cooled to room temperature
3. customthe volatiles removed by evaporation under reduced pressure
4. washwashed with 10% NaHCO3 (100 mL)
5. dry with materialdried (MgSO4)
6. customevaporated under reduced pressure

ORD record

ord-98f51aec5c0f43498960cd369eddce5c

Source dataset

uspto-grants-2015_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09174946B2