Hydrochloric Acid → Methyl 3-chloro-4-hydroxyphenylacetate

Temperature

50 °C

To a solution of 3-chloro-4-hydroxyphenyl acetic acid (20 mmol) in methanol (50 mL) was added concentrated HCl solution (5 mL), and stirred for 1 h at 50° C. After excess solvents were removed under vacuum, the residue was dissolved in EtOAc (50 mL) and washed with sat. NaHCO3 solution (2×30 mL), brine (30 mL) and dried over anhydrous Na2SO4. This afforded methyl 3-chloro-4-hydroxy acetate 3 as a colorless oil (4.0 g, 99%). 1H NMR (CDCl3) 6.9–7.0 (d, 1H), 6.8–6.9 (d, 1H), 5.4 (s, 1H), 3.6 (s, 3H), 3.4 (s, 2H).

1. customAfter excess solvents were removed under vacuum
2. dissolutionthe residue was dissolved in EtOAc (50 mL)
3. washwashed with sat. NaHCO3 solution (2×30 mL), brine (30 mL)
4. dry with materialdried over anhydrous Na2SO4

ORD record

ord-87273c5935794d4589d4b181c70ffa5d

Source dataset

uspto-grants-2007_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07183307B2