Reaction #848

ord-c218088b16c541088a933a7606f68c4c

Reaction equation

O=C(O)c1ccc(O)cc1
p-hydroxybenzoic acid
CCCCCCCCCC(=O)Cl
decanoic acid chloride
c1ccncc1
pyridine
CCCCCCCCCC(=O)Oc1ccc(C(=O)O)cc1
p-decanoyloxybenzoic acid

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Extractionan organic layer was extracted with dichloromethane
  2. 2
    WashThe organic layer was washed with 1N hydrochloric acid
  3. 3
    Dryingdried over anhydrous sodium sulfate
  4. 4
    workup.DISTILLATIONthe solvent was distilled off
  5. 5
    Washresidue was washed with n-hexane
  6. 6
    Otherdried
  7. 7
    Otherto give a crude end product

Procedure

10 Grams of p-hydroxybenzoic acid and 15 g of decanoic acid chloride were stirred at room temperature, and 7.2 g of pyridine was dropwise added. After the mixture was stirred for 1 day, a reaction product was poured into water, and an organic layer was extracted with dichloromethane. The organic layer was washed with 1N hydrochloric acid and dried over anhydrous sodium sulfate, the solvent was distilled off, and then residue was washed with n-hexane and then dried to give a crude end product.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05723069uspto-grants-1998_03