Reaction #2161232

Reaction equation

o-cresol

β-acetonaphthone

sulfuric acid

3-mercaptopropionic acid

→

title compound

1-(2-naphthyl)-1,1-bis(3-methyl-4-hydroxyphenyl)ethane

Solvents

toluene

toluene

Conditions

Workup

1. 1
   workup.ADDITIONwas added
2. 2
   OtherThe solid precipitated
3. 3
   Temperatureby cooling
4. 4
   Filtrationwas filtered under reduced pressure
5. 5
   Washwashed with a warm water of 60° C.
6. 6
   workup.STIRRINGunder stirring
7. 7
   Otherpurified by a silica gel column chromatography

Procedure

A mixture of 43.2 g (0.4 mol) of o-cresol and 17.1 g (0.1 mol) of β-acetonaphthone was made into a solution by heating at about 30° C. After adding 0.1 ml of sulfuric acid, 0.8 ml of 3-mercaptopropionic acid and 10 ml of toluene to the solution, the reaction was allowed to proceed under stirring. After confirming that the conversion reached 100% by a gas chromatographic analysis, 100 ml of toluene was added. The solid precipitated by cooling was filtered under reduced pressure, washed with a warm water of 60° C. under stirring, and purified by a silica gel column chromatography, to obtain 24 g of the title compound.

Source