Reacción #2042

Ecuación de reacción

triethylamine

Bis(5 -cyclohexyl-4-hydroxy-2-methylphenyl)-3,4-dihydroxyphenylmethane

methanesulfonyl chloride

→

bis(5-cyclohexyl-4-hydroxy-2-methylphenyl)-3,4-dihydroxyphenylmethane

methanesulfonic acid

Disolventes

dioxane

dioxane

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.DISSOLUTIONdissolved
2. 2
   workup.ADDITIONtherein was added dropwise over 40 minutes at a controlled temperature not higher than 35° C
3. 3
   OtroThe precipitating salt was separated by filtration
4. 4
   Otrothe thus recovered reaction product
5. 5
   Lavadowas washed
6. 6
   Otrodried

Procedimiento

Bis(5 -cyclohexyl-4-hydroxy-2-methylphenyl)-3,4-dihydroxyphenylmethane(1.0 mole), naphthoquinone-1,2-diazido-5-sulfonyl chloride (2.0 moles) and methanesulfonyl chloride(0.5 moles) were dissolved in dioxane (4,000 g). To the resulting solution, dioxane (1,500 g) having triethylamine (500 g) dissolved therein was added dropwise over 40 minutes at a controlled temperature not higher than 35° C. The precipitating salt was separated by filtration and the thus recovered reaction product was washed and dried to yield a mixed ester of bis(5-cyclohexyl-4-hydroxy-2-methylphenyl)-3,4-dihydroxyphenylmethane with naphthoquinone-1,2-diazido-5-sulfonic acid and methanesulfonic acid; the average degree of esterification was 50% for the quinonediazidosulfonate ester and 12% for the methanesulfonate ester.

Fuente