MAGNESIUM SILICATE (synthetic) → HCID 21864726, compound

Participants

Reaction Steps

5-Iodo-1,4-dihydro-1,4-methano-naphthalene (20 g) and N-methyl morpholine N-oxide (17.61 g, 130 mmol) were stirred in acetone (90 mL) and H2O (13 mL). To this was added a solution of OsO4 (0.2 mL, 2.5% wt solution in t-BuOH, 0.02 mmol). After 144 hours, florisil (5 g) and saturated aqueous NaHSO3 solution (3 mL) were added and stirred for ½ hour. The mixture was filtered through a Celite pad and the filtrate concentrated to produce an oil which was purified by chromatography on Silica gel eluting with a gradient of hexanes to 100% EtOAc to provide a yellow solid (13.73 g). APCI MS m/e 301.1 [(M−1)+].

Provenance & Evidence