1,2-Dimethoxyethane → HCID 67073058, compound

Participants

Reaction Steps

To the solution of 0.5 g (1.3 mmol) (R)-2-(3-bromo-4-methoxy-benzyl)-morpholine-4-carboxylic acid tert-butyl ester (see Example 9) in 15 mL 1,2-dimethoxyethane 45 mg (39 μmol) tetrakis(triphenylphosphine)palladium(0) and 0.17 g (3.9 mmol) lithium chloride were added. After the addition of 0.45 mL tributyl(vinyl)tin the reaction was stirred under reflux for 23 h. After cooling down to room temperature the reaction suspension was poured on 1N aqueous sodium hydroxide solution and was extracted three times with ethyl acetate. The combined organic layers were washed with brine, dried over magnesium sulfate, filtered and evaporated. The residue was chromatographed using MPLC and tert-butyl methyl ether: n-heptane (1:1 v/v) as eluant to give the compound as a colorless oil (83%).

Provenance & Evidence