Reaction #2043

Reaction equation

1-[1-(4-hydroxyphenyl)isopropyl]-4-[1,1-bis(4-hydroxyphenyl)ethyl]benzene

methanesulfonyl chloride

triethylamine

→

1-[1-(4-hydroxyphenyl)isopropyl]-4-[1,1-bis(4-hydroxyphenyl)ethyl]benzene

methanesulfonic acid

Solvents

dioxane

dioxane

Conditions

Workup

1. 1
   workup.DISSOLUTIONdissolved
2. 2
   workup.ADDITIONtherein was added dropwise over 10 minutes at a controlled temperature not higher than 30° C
3. 3
   OtherThe precipitating salt was separated by filtration
4. 4
   Otherthe thus recovered reaction product
5. 5
   Washwas washed
6. 6
   Otherdried

Procedure

One (1.0) mole of 1-[1-(4-hydroxyphenyl)isopropyl]-4-[1,1-bis(4-hydroxyphenyl)ethyl]benzene, 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 (2,000 g) having triethylamine (500 g) dissolved therein was added dropwise over 10 minutes at a controlled temperature not higher than 30° C. The precipitating salt was separated by filtration and the thus recovered reaction product was washed and dried to yield esters of the 1-[1-(4-hydroxyphenyl)isopropyl]-4-[1,1-bis(4-hydroxyphenyl)ethyl]benzene with naphthoquinone-1,2-diazido-5-sulfonic acid and methanesulfonic acid.

Source