Reaction #155395

Reaction equation

3-tert-butyldimethylsilyloxybenzoic acid

thionyl chloride

→

3-tert-Butyldimethylsilyloxybenzoyl chloride

Conditions

Workup

1. 1
   Temperaturewas heated
2. 2
   Temperatureat reflux for 90 mins
3. 3
   ConcentrationThe reaction mixture was concentrated under reduced pressure
4. 4
   Otherto give an oil
5. 5
   Otheryield 5.77 parts of the following structure

Procedure

Into a 100 mL round bottom flask a mixture of 5 parts of 3-tert-butyldimethylsilyloxybenzoic acid and 25 mL of thionyl chloride was heated at reflux for 90 mins. The reaction mixture was concentrated under reduced pressure to give an oil, yield 5.77 parts of the following structure.

Source