Reaction #1121771

ord-83a2bddd1edd472f94e794c5a6a34303

Reaction equation

CC(C)(C)[Si](C)(C)Oc1cccc(C(=O)O)c1
3-tert-butyldimethylsilyloxybenzoic acid
O=S(Cl)Cl
thionyl chloride
CC(C)(C)[Si](C)(C)Oc1cccc(C(=O)Cl)c1
3-tert-Butyldimethylsilyloxybenzoyl chloride

Conditions

Detailed conditions
See reaction.notes.procedure_details.

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

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08546150B2uspto-grants-2013_10