2-Ethylhexanoic Acid → HCID 23703464, compound

Participants

Reaction Steps

The product from step 1 (22 mg, 0.038 mmol) in dichloromethane (0.5 mL) was treated with triphenylphosphine (1.6 mg, 0.0061 mmol), 0.5M sodium 2-ethyl-hexanoate in ethyl acetate (0.021 mL, 0.011 mmol), 2-ethyl-hexanoic acid (0.007 mL, 0.044 mmol) and tetrakis(triphenylphosphine)palladium(0) (4.4 mg, 0.0038 mmol). The mixture was stirred at room temperature for 15 minutes, then diluted with ethyl ether (5 mL) and centrifuged. The solid pellet was washed with ether (1.5 mL), taken up in 20% acetonitrile in water (3 mL), and applied to a column of Bio-Rad Macro-Prep CM weak cation exchange resin (2 mL). The column was eluted with 20% acetonitrile in water. The product containing fractions were concentrated under vacuum and lyophilized to afford the title compound (13.4 mg) as an amorphous solid.

Provenance & Evidence