Triphenylphosphine → HCID 178454068, compound

Participants

Reaction Steps

At 0° C., to a mixture of tert-butyl (cis-4-hydroxycyclohexyl)carbamate (100 mg, 0.5 mmol), 4-pyridinol (106 mg, 1.11 mmol), and triphenylphosphine (292 mg, 1.11 mmol) in tetrahydrofuran (2 mL) was added diethyl azodicarboxylate (176 μL, 1.11 mmol) with stirring. The mixture was stirred at r.t. overnight, then quenched with sat'd NH4Cl solution, and extracted with ethyl acetate. The extract was washed with water twice, brine once. Then, the extracdt was dried over Na2SO4. After filtration, the filtrate was concentrated to yield tert-butyl [trans-4-(pyridin-4-yloxy)cyclohexyl]carbamate.

Provenance & Evidence