Phthalimide → HCID 19047345, compound

Participants

Reaction Steps

If 19.11 g (0.13 mol) of phthalimide are reacted with 0.6 mol % of the palladium(0) catalyst prepared in situ as described above and one equivalent of 3,4-epoxycyclohexene in tetrahydrofuran first at 0° C. and then for 4 hours at the reflux temperature, 1.45 g (4.6% of theory) of [(1RS,2SR)-2-hydroxy-1-phthalimido-cyclohex-5-ene of melting point 112° to 114° C. are obtained after purification by chromatography over silica gel using ethyl acetate/cyclohexane 3/2. 1H NMR (270 MHz, d6 -DMSO); δ[ppm]: 7.83 (m, 4H), 5.90 (m, 1H), 5.63 (m, 1H), 4.84 (d, 1H), 4.75 (m, 1H), 3.90 (m, 1H), 2.27 (m, 1H), 2.1-1.65 (m, 3H).

Provenance & Evidence