Reaktion #334986

ord-01c87d2080664374a114683782c76fb9

Reaktionsgleichung

Cl
hydrochloric acid
O=C(O)c1ccc(O)cc1F
2-fluoro-4-hydroxybenzoic acid
CCCCCCCCCCCCC(=O)Cl
tridecanoyl chloride
CN(C)c1ccccn1
dimethylaminopyridine
CCCCCCCCCCCCC(=O)Oc1ccc(C(=O)O)c(F)c1
titled compound
Ausbeute 59.4%
CCCCCCCCCCCCC(=O)Oc1ccc(C(=O)O)c(F)c1
2-fluoro-4-n-tridecanoyloxybenzoic acid
Ausbeute 59.4%

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe organic layer was separated by a funnel
  2. 2
    workup.DISTILLATIONdistilled
  3. 3
    Sonstigeto remove the solvent
  4. 4
    WaschenThe residue was washed with n-hexane
  5. 5
    Sonstigedried

Vorschrift

To a solution of 2-fluoro-4-hydroxybenzoic acid (1.4 g) and triethylamine (1.0 g) in dichloromethane (40 ml) were added tridecanoyl chloride (2.0 g) and dimethylaminopyridine (0.2 g). The solution was stirred at room temperature for about 20 hours and thereto was added dilute aqueous hydrochloric acid solution. The organic layer was separated by a funnel and distilled to remove the solvent. The residue was washed with n-hexane and dried to obtain the titled compound (about 1.8 g).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05207947uspto-grants-1993_05