Dichloromethane → Benzoic acid, 4-chloro-3-[(2-chloro-4,4-dimethyl-1,3-dioxopentyl)amino]-, hexadecyl ester

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Reaction Steps

To a suspension of 52.22 g (0.1 mol) of hexadecyl 3-[3-t-butyl-3-oxopropanamido]-4-chlorobenzoate 1 in 350 mL of CH2Cl2 was added 13.52 g (0.1 mol) of SO2Cl2. The mixture was gently refluxed for one hr, then stirred at room temperature for 0.5 hr. The solvent was removed under vacuum to yield a solid that was washed with ligroin and dried. There was thus obtained 52.62 g (94.5% yield) of 2, which was used in the following step.

Provenance & Evidence