Ethyl bromoacetate → HCID 178472989, compound

Participants

Reaction Steps

A suspension of 3.82 g (10 mmol) of tert-butyl trans-benzyl[4-(4-hydroxyphenyl)-cyclohexyl]carbamate (cf. preparation 1.2) and of 0.48 g of 60% sodium hydride (12 mmol) in dimethylformamide (38 ml) is stirred for 25 minutes and then 1.44 ml of ethyl bromoacetate (13 mmol) are added. The reaction is left stirring for 4 h. The reaction medium is neutralized by the addition of a saturated aqueous ammonium chloride solution. The solvents are evaporated under reduced pressure and water and dichloromethane are added. The organic phase is washed 5 times with water and then dried over magnesium sulfate. Ethyl trans-(4-{4-[benzyl(tert-butoxycarbonyl)amino]cyclohexyl}phenoxy)acetate is obtained in the form of a white solid (4.68 g, 100%) after evaporation of the solvents under reduced pressure.

Provenance & Evidence