Реакция #334986

ord-01c87d2080664374a114683782c76fb9

Уравнение реакции

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
Выход 59.4%
CCCCCCCCCCCCC(=O)Oc1ccc(C(=O)O)c(F)c1
2-fluoro-4-n-tridecanoyloxybenzoic acid
Выход 59.4%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеThe organic layer was separated by a funnel
  2. 2
    workup.DISTILLATIONdistilled
  3. 3
    Другоеto remove the solvent
  4. 4
    ПромывкаThe residue was washed with n-hexane
  5. 5
    Другоеdried

Методика

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).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US05207947uspto-grants-1993_05