4-Toluenesulfonyl chloride → HCID 73771261, compound

Participants

Reaction Steps

A solution of sodium ethoxide (1.10 mmole) in ethanol (8.2 ml) was added to a solution of 2-[1-(ethoxyimino)propyl]-3-hydroxy-5-(2-methoxy-3,4,5,6-tetramethylphenyl)cyclohex-2-en-1-one (0.40 g, 1.10 mmole) in ethanol (50 ml). The mixture was evaporated to dryness and the residue dissolved in acetone (50 ml). 4-Toluenesulfonyl chloride (0.21 g, 1.10 mmole) was added and the mixture was stirred at room temperature for 2 hours, then evaporated to dryness under reduced pressure. The residue was purified by column chromatography over silica gel (eluant dichloromethane) to give 3-(4-toluenesulfonyl)oxy-2-[1-(ethoxyimino)propyl]-5-(2-methoxy-3,4,5,6-tetramethylphenyl)cyclohex-2-en-1-one (0.59 g; 100%) as a yellow oil.

Provenance & Evidence