Ethanol → HCID 61718883, compound

A mixture of 2-bromo-1-(cyclopropylmethoxy)-4-nitrobenzene (1.07 g, 3.9 mmol), ammonium chloride (421 mg, 7.8 mmol), and iron powder (1.1 g, 20 mmol) suspended in THF (6.5 mL), water (2.5 mL) and ethanol (6.5 mL) was heated to 95° C. using microwave irradiation (normal) for 3 h. The crude reaction mixture was filtered through a short plug of celite; the celite plug was washed with MeOH (˜10 mL). The resulting filtrate was concentrated in vacuo. The resulting residue was diluted with EtOAc (50 ml) and washed with saturated bicarbonate solution (aq), dried over anhydrous magnesium sulfate, filtered, and concentrated in vacuo to afford the title compound, (939 mg, 90%). The material was carried forward without any further purification. LCMS (M+H)+=242.

1. custommicrowave irradiation (normal) for 3 h
2. customThe crude reaction mixture
3. filtrationwas filtered through a short plug of celite
4. washthe celite plug was washed with MeOH (˜10 mL)
5. concentrationThe resulting filtrate was concentrated in vacuo
6. additionThe resulting residue was diluted with EtOAc (50 ml)
7. washwashed with saturated bicarbonate solution (aq)
8. dry with materialdried over anhydrous magnesium sulfate
9. filtrationfiltered
10. concentrationconcentrated in vacuo

ORD record

ord-0ada732a92654e609e89c0ccc21f3c2a

Source dataset

uspto-grants-2015_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09115114B2