Water → (1S,4R)-4-phenylcyclopent-2-enamine

Participants

Reaction Steps

A solution of Example 48B (530 mg, 2.86 mmol), 2-methyl tetrahydrofuran (9.5 mL), water (1.056 mL), and triphenylphosphine (900 mg, 3.43 mmol) was heated to 70° C. After 50 minutes, LCMS showed complete reaction. The mixture was diluted with MTBE (50 mL) and extracted with 2N HCl (25 mL) and water (25 mL). Aqueous 2N NaOH (30 mL) was added to the aqueous layer, followed by extraction with MTBE (50 mL×3). The final organic layers were dried (Na2SO4), filtered, and concentrated to provide the title compound, which was used crude in the next step. MS (DCI) m/z 160 (M+H)+.

Provenance & Evidence