Water → HCID 178444218, compound

Participants

Reaction Steps

A stirred solution of 18-crown-6 (0.04 g) in dry tetrahydrofuran (25 ml) was treated successively with potassium thiolacetate (0.59 g) and diethyl 3-bromo-3(1-trityl-1,2,4-triazol-3-yl)propane phosphonate (1.94 g, prepared as described in Example 29). The mixture was allowed to stand for two days, poured into water and extracted with ethyl acetate. The extracts were washed with brine, dried over magnesium sulphate and evaporated under reduced pressure. The residue was chromatographed on silica, using dichloromethane-ethanol (49:1) as eluant, to give diethyl 3-acetylthio-3(1-trityl-1,2,4-triazol-3-yl)propane phosphonate (1.51 g) as a pale yellow oil. NMR(CDCl3): δ 1.3(6H,m), 1.6-1.9(2H,m), 2.2-2.3(2H,m), 2.4(3H,s), 4.0(4H,m), 4.9(1H,t), 7.15(6H,m), 7.3(9H,m), 7.9(1H,s), M/S: M+ 563.

Provenance & Evidence