Piperidine → 3-(1-tert-Butoxycarbonyl-1-methylethoxy)phenylacetic Acid

Participants

Reaction Steps

tert-Butyl 2-[3-(allyloxycarbonylmethyl)phenoxy]-2-methylpropionate (1.63 g, 4.42 mmol) was dissolved in tetrahydrofuran (40 mL). Subsequently, tetrakis(triphenylphosphine)palladium (508 mg, 0.44 mmol), triphenylphosphine (346 mg, 1.32 mmol), and piperidine (8.74 mL, 88.4 mmol) were added thereto, and the mixture was stirred for two hours at room temperature. The resultant mixture was subjected to concentration under reduced pressure and purification by silica gel column chromatography (chloroform/methanol/acetic acid=50/1/0.2), whereby the target compound was obtained (1.45 g, 4.42 mmol, q).

Provenance & Evidence