Acetic Acid → HCID 58424850, compound

Participants

Reaction Steps

The compound (45 mg, 0.13 mmol) prepared in step 2 of Example 13 was dissolved in methanol (3 ml)/dichloromethane (3 ml), sequentially added with formaldehyde (29 μl, 0.38 mmol), acetic acid (12 μl, 0.22 mmol), and sodium triacetoxyborohydride (108 mg, 0.51 mmol) at room temperature. The resulting mixture was stirred overnight at room temperature and poured into cold 2 N sodium hydroxide aqueous solution. The mixture was extracted with chloroform and washed with brine. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was then by flash column chromatography (chloroform:methanol=5:1) to obtain the title compound (28 mg, yield: 66%, yellow oil).

Provenance & Evidence