반응 #5104

ord-cebef95bc8384043b4a84d71a6aab475

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타had totally formed
  2. 2
    기타The reaction mixture was partitioned between water/toluene
  3. 3
    기타The organic layer was removed
  4. 4
    세척washed with water
  5. 5
    기타The organic layer was removed
  6. 6
    기타dried
  7. 7
    기타evaporated to an orange oil, 5.6 g
  8. 8
    기타The oil was chromatographed on 500 g, 90 to 200 mesh silica gel (CH2Cl2 eluent)

실험 절차

To a stirred slurry of 1.6 g sodium hydride (as 50% dispersion in oil) in 50 ml dry dimethyl formamide was added, drop-wise, a solution of 5.0 g p-tert-butylphenol (33.3 mmoles) in 50 ml dry dimethyl formamide and the solution stirred under nitrogen until the phenoxide had totally formed. To the phenoxide was added a solution of 5.0 g 4-chlorobutyl acetate (33.3 mmoles) in 50 ml dry dimethyl formamide and the solution was stirred for fourteen hours. The reaction mixture was partitioned between water/toluene. The organic layer was removed, washed with water, then 1N sodium bicarbonate. The organic layer was removed, dried and evaporated to an orange oil, 5.6 g. The oil was chromatographed on 500 g, 90 to 200 mesh silica gel (CH2Cl2 eluent) yielding pure 4-(p-tert-butylphenoxy)-butyl acetate.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05242936uspto-grants-1993_09