반응 #46725

ord-4ee9517eb9ec420cb4980422cdb446dd

반응 방정식

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
수율 82.5%
CCCCCCCCOc1ccc(NC(=O)C(F)(F)F)c(O)c1
N-(2-Hydroxy-4-octyloxy-phenyl)-2,2,2-trifluoro-acetamide
수율 82.5%

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    추출extracted with diethylether (30 mL)
  2. 2
    건조The organic phase was dried (MgSO4)
  3. 3
    여과filtered
  4. 4
    기타the eluate evaporated

실험 절차

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+).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07741352B2uspto-grants-2010_06