Triphenylphosphine → HCID 87976187, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of triphenylphosphine (1.13 g, 4.32 mmol) in dry tetrahydrofuran (12 ml) was added diisopropyl azodicarboxylate (0.88 ml, 4.32 mmol) dropwise with stirring at 0° C. under nitrogen. After stirring for 0.5 h, a solution of (3-hydroxyhexyl)methylcarbamic acid, 1,1-dimethylethyl ester (500 mg, 2.16 mmol) and thiobenzoic acid (0.51 ml, 4.3 mmol) in dry tetrahydrofuran (10 ml) was added at 0° C. The reaction mixture was stirred at 0° C. for 1 h, and then stirred at room temperature overnight. The mixture was evaporated, the residue dissolved in toluene and eluted down a flash chromatography column using 10% ether/isohexane as eluent to give 420 mg (55%) of product as a pale yellow oil.

Provenance & Evidence