Methyl iodide → HCID 22114273, compound

Participants

Reaction Steps

Ethyl 4-hydroxyphenoxyacetate (1.5 g, 7.6 mmol) was reacted with SO2Cl2 (1.5 mL) to give ethyl 3-chloro-4-hydroxyphenoxyacetate (700 mg, ˜80% pure) as a white powder. To a solution of ethyl 3-chloro-4-hydroxyphenoxyacetate (700 mg, 3.0 mmol) and MeI(0.280 mL, 4.5 mmol) in DMF (5 mL) at 0° C. was added 10M aq. NaOH (0.320 mL, 3.2 mmol). The mixture was stirred at r.t. for 12 h, then diluted with H2 O and extracted with EtOAc to give ethyl 3-chloro-4-methoxyphenoxyacetate (700 mg).

Provenance & Evidence