Carbon Tetrachloride → HCID 13934490, compound

Participants

Reaction Steps

Tetraisopropyl 3-hydroxycyclopentane-1,1-diphosphonate (3.00 g, 7.24 mmol) was dissolved in 50 mL dry CCl4. Triphenylphosphine (3.80 g, 14.5 mmol) was added and the mixture was refluxed for 72 h. The mixture was filtered, concentrated, and the residue chromatographed (3:2 hexane:THF) on silica gel to afford 2.15 g (69%) of the desired product as a clear, viscous oil: 1H NMR (CDCl3) chemical shift 4.97-4.68 (m, 4H, OCHMe2), 4.24 (m, 1H, J=7 Hz, CHOH), 2.65-1.87 (m, 6H, ring CH2), 1.36 (d, 24H, J=6 Hz, CH3); 31P NMR (CDCl3) 25.3, 24.9, 24.4, 24.0; ammonia Cl mass spectrum m/e 433, 435 (MH+).

Provenance & Evidence