Methanol → Methyl 2-bromo-5-methoxybenzoate

Temperatur

65 °C

To a solution of 2-bromo-5-methoxybenzoic acid (150 g, 649 mmol) in Methanol (1500 mL) stirred under nitrogen at 0° C. was added sulfurous dichloride (69.4 mL, 974 mmol) dropwise during 30 min. The reaction mixture was stirred at 65° C. for 12 hr. The solvents were evaporated off, then water (750 mL) and EtOAc (750 mL) was poured into the residue. The mixture was partitiononed. The aqueous layer was extracted with EtOAc (250 mL*3). Combined organic phase was washed with water (200 mL*2), dried over anhydrous Na2SO4 and concentrated to give 150 g (90%) of the title compound.

1. customThe solvents were evaporated off
2. additionwater (750 mL) and EtOAc (750 mL) was poured into the residue
3. extractionThe aqueous layer was extracted with EtOAc (250 mL*3)
4. washCombined organic phase was washed with water (200 mL*2)
5. dry with materialdried over anhydrous Na2SO4
6. concentrationconcentrated

ORD-Eintrag

ord-eab6a0e1daa245dfa4d0970def1616ce

Quelldatensatz

uspto-grants-2015_05

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09029391B2