Diethyl Ether → HCID 15662568, compound

Participants

Reaction Steps

To a solution of ethyl N-[4-(1-methylpropylthio)phenoxyethyl]carbamate (cpd. 40, from Example 13) (2.12 g, 7.1 mmol) in 7 ml of methanol at 0° is added, dropwise over 5 min., sodium metaperiodate (1.67 g, 7.8 mmol) in 13 ml of water. The mixture is stirred for 3 hours while warming to RT. The reaction is worked up by addition of water and extraction with ether. The combined organic extracts are washed with saturated sodium thiosulfate, with water and with brine, dried and the solvent is removed to give ethyl N-{2-[4-(1-methylpropylsulfinyl)phenoxy]ethyl}carbamate (compound 80, Table A).

Provenance & Evidence