Ethyl 3-mercaptopropionate → HCID 66756713, compound

Participants

Reaction Steps

To a suspension of NaH (60%, 1.21 g, 30.3 mmol) in dry DMF (20 mL) under N2 at 0° C. is added dropwise 3-mercaptopropionic acid ethyl ester (1.9 mL, 15.2 mmol) and 2-benzyloxy-4-fluoro-1-nitrobenzene (intermediate from Example 27) (2.5 g, 10.1 mmol) in dry DMF (10 mL). The reaction is allowed to warm to ambient temperature and stirred for 4 days. The mixture is then diluted with EtOAc (100 mL) and extracted with 1N HCl (50 mL). The organics are washed with brine and dried with Na2SO4. Evaporation yields a yellow oil which is purified by flash chromatography (30-50% EtOAc). The title compound is isolated as a yellow oil: MS (M−H)−=260.2.

Provenance & Evidence