Formic Acid → HCID 15029618, compound

Participants

Reaction Conditions

Reaction Steps

Acetic formic anhydride is generated by dropwise addition of 98% formic acid (1472 mg, 32 mmol) to 2655 mg (26 mmol) of acetic anhydride maintained at 0° C. followed by gentle heating at 50°-60° C. for 2 h. The mixture is cooled to -15° C. and 20 ml of THF are added. To the resulting solution is added dropwise at -15° C. a solution of 1-(2-methoxynaphth-1-yl)-1-(phenylthio)-2-aminoethane (3094 mg, 10 mmol) in THF (50 ml). The reaction mixture is allowed to warm to room temperature and the volatiles are removed in vacuo. The residue is taken up in ether. The ether solution is washed with water and NaHCO3 solution, dried over anhydrous K2CO3 and then evaporated in vacuo. The oily residue is triturated with ethyl acetate-hexane mixture to give crystalline title compound in 85% yield (2870 mg).

Provenance & Evidence