Allyl Isothiocyanate → 3-[3-Chloro-4-hydroxy-5-(t-butyl)phenyl]-5-isothiocyanatomethyl-2-isoxazoline

Participants

Reaction Steps

A 25 g. portion of 4-hydroxy-3,5-bis(t-butyl)benzaldoxime was chlorinated as in Example 1 to produce 1 g. of α,3-dichloro-4-hydroxy-5-(t-butyl)benzaldoxime by chlorination and rearrangement. The intermediate was reacted with an excess of allylisothiocyanate to produce 1 g. of product, an oily liquid, NMR singlets at 1.41 and 6.18 ppm., multiplets at 2.92-3.93, 4.68-5.23 and 7.5-7.63 ppm.

Provenance & Evidence