Water → HCID 57942712, compound

Participants

Reaction Steps

To 160D (3.3 g, 8.43 mmol) in EtOH (25 mL) at 0° C. was added a solution of Oxone (11.4 g, 18.6 mmol) in water (60 mL). The mixture was stirred at rt over night. The precipitate was filtered. The filtrate was neutralized with sat. NaHCO3 and EtOH was removed under reduced pressure. The residue was extracted with EtOAc. The organic layer was washed with brine, dried (Na2SO4), filtered and concentrated to give crude 160E with >90% purity. 1H NMR of the crude 160E indicated a mixture of cis and trans isomer in ca 1:1 ratio and complicated by the presence of rotomers. LC-MS 424 (M+H).

Provenance & Evidence