Reaction #155394

ord-13e1d7a64d23426bbff9517b16fca019

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 1 hr 30 min
  3. 3
    ConcentrationThe reaction mixture was concentrated under reduced pressure
  4. 4
    Otherto yield 5.77 parts of an oil

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 1 hr 30 min. The reaction mixture was concentrated under reduced pressure to yield 5.77 parts of an oil.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08822233B2uspto-grants-2014_09