Cesium carbonate → 4-Bromo-2-methoxy-1-(2-methoxyethoxy)benzene

Participants

Reaction Conditions

Reaction Steps

2.0 g (9.65 mmol) 4-bromoguaiacol and 1.89 g (5.8 mmol) Cs2CO3 are suspended in 20.0 ml dry DMF and 1.02 ml (10.6 mmol) 2-bromoethylmethylether are introduced at RT under an argon flux. The resulting pale brown suspension is heated to 100° C. for 15 h. After cooling, the reaction mixture is partitioned between EtOAc and water. The aqueous phase is re-extracted twice with EtOAc. The combined organic solution is washed with brine, dried over Na2SO4 and concentrated in vacuo to afford the title compound as a light yellow residue.

Provenance & Evidence