Ammonium Chloride → HCID 54141758, compound

Participants

Reaction Steps

A 1.0M solution of tetra-n-butylammonium fluoride in THF (3.6 mL, 1.1 equiv) was added to the tert-butyldimethylsilylether (XXVII) (1.50 g, 3.3 mmol) in 25 mL of THF at -10° C. After 1 hour the reaction was acidified with saturated ammonium chloride (25 mL) and extracted with ether. The ether layer was washed with H2O, saturated NaCl, dried over anhydrous MgSO4 and concentrated. The residue was chromatographed on silica gel to give 0.92 g (82%) of V. 1H NMR (CDCl3) δ1.27 (s, 6H), 3.10 (s, 2H), 4.67 (s, 2H), 5.10 (br s, 1H), 5.28 (s, 2H), 6.74 (d, 2H, J=8.4 Hz), 7.2-7.4 (m, 7H); 13C NMR (CDCl3) δ25.10, 44.82, 47.19, 72.41, 89.38, 116.72, 128.07, 128.68, 128.76, 129.24, 134.49, 137.74, 155.91, 176.91.

Provenance & Evidence