تفاعل #46725

ord-4ee9517eb9ec420cb4980422cdb446dd

معادلة التفاعل

Cl
HCl
O=C(Nc1ccc(O)cc1O)C(F)(F)F
N-(2,4-dihydroxy phenyl)-2,2,2-trifluoro-acetamide
O=C([O-])[O-].[K+].[K+]
K2CO3
CCCCCCCCBr
1-bromooctane
CCCCCCCCOc1ccc(NC(=O)C(F)(F)F)c(O)c1
black solid
المردود 82.5%
CCCCCCCCOc1ccc(NC(=O)C(F)(F)F)c(O)c1
N-(2-Hydroxy-4-octyloxy-phenyl)-2,2,2-trifluoro-acetamide
المردود 82.5%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    استخلاصextracted with diethylether (30 mL)
  2. 2
    تجفيفThe organic phase was dried (MgSO4)
  3. 3
    ترشيحfiltered
  4. 4
    أخرىthe eluate evaporated

الإجراء التجريبي

To a solution of N-(2,4-dihydroxy phenyl)-2,2,2-trifluoro-acetamide (0.44 g; 2 mmol) in DMF (4 mL) was added K2CO3 and 1-bromooctane (0.37 mL; 2.1 mmol). The slurry was stirred for 2 days at room temperature, poured onto 0.1 M HCl (aq.; 50 mL) and then extracted with diethylether (30 mL). The organic phase was dried (MgSO4), filtered and the eluate evaporated to leave 550 mg of black solid which was purified by chromatography (SiO2; PE80-100° C./EtOAc=4:1) to leave 100 mg (15%) of a pure white solid. Mp. 114-116° C.; MS (GC-MS; Cl): 334 (MH+).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07741352B2uspto-grants-2010_06