Methyl iodide → HCID 59201629, compound

Participants

Reaction Steps

To a suspension of NaH (2.76 g, 69 mmol) in DMF (100 mL) was added dropwise a solution of (S)-tert-butyl 4-(3-hydroxy-2,2-dimethylpropyl)-2,2-dimethyloxazolidine-3-carboxylate (6.6 g, 23 mmol) in DMF (150 mL). After the reaction mixture was stirring for 2 h, MeI (6.53 g, 46 mmol) was added dropwise. The mixture was quenched with NH4Cl (100 mL) and extracted with EtOAc (100 mL×2). The combined organic layers were washed with brine, dried over Na2SO4, and concentrated in vacuo. (S)-tert-butyl 4-(3-methoxy-2,2-dimethylpropyl)-2,2-dimethyloxazolidine-3-carboxylate (6.4 g, 93%) was obtained as an oil that was used in the next step without further purification.

Provenance & Evidence