4-chloro-2-methoxybenzenethiol

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 4-Chloro-2-methoxythiophenol (5.78 g, 33 mmol), triethylamine (5.0 mL, 36 mmol) and ethyl 3-bromopropanoate (4.6 mL, 36 mmol) were dissolved in ethyl acetate (50 mL) and refluxed for 2 h. Water was added and the liquid phases were separated. The aqueous phase was extracted two times with ethyl acetate. The combined organic fractions were washed with 1 M aq. HCl and then concentrated in vacuo. Purification by flash chromatography (SiO2; heptane: dichloromethane (1:1, 0:1)) afforded the sub-title compound as a yellow solid. Yield: 3.0 g (30%). Estimated purity: 75% (NMR). refluxed for 2 h the liquid phases were separated The aqueous phase was extracted two times with ethyl acetate The combined organic fractions were washed with 1 M aq. HCl concentrated in vacuo Purification by flash chromatography (SiO2; heptane: dichloromethane (1:1, 0:1))