반응 #161511

ord-d3c8a690dbb645429f6b758516825c7a

반응 방정식

OCC1CCCCCC1
Cycloheptylmethanol
Oc1cccc(Br)c1
3-bromophenol
Brc1cccc(OCC2CCCCCC2)c1
((3-bromophenoxy)methyl)cycloheptane

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    농축After concentration under reduced pressure, hexanes
  2. 2
    workup.ADDITIONwas added
  3. 3
    기타sonicated
  4. 4
    기타the precipitate was removed by filtration
  5. 5
    세척the solids washed with hexanes
  6. 6
    농축The combined filtrates were concentrated under reduced pressure
  7. 7
    기타Purification by flash chromatography (10 to 50% EtOAc-hexanes gradient)

실험 절차

Cycloheptylmethanol was coupled with 3-bromophenol following the method used in Example 10. After concentration under reduced pressure, hexanes was added. The mixture was stirred and sonicated then the precipitate was removed by filtration and the solids washed with hexanes. The combined filtrates were concentrated under reduced pressure. Purification by flash chromatography (10 to 50% EtOAc-hexanes gradient) gave ((3-bromophenoxy)methyl)cycloheptane. (Yield 1.0697 g, 56%): 1H NMR (400 MHz, CDCl3) δ 7.12 (t, J=8.4, 1H), 7.06-7.04 (m, 2H), 6.82 (dq, J=8.0, 1.2, 1H), 3.70 (d, J=6.4, 2H), 1.91-1.98 (m, 1H), 1.81-1.88 (m, 2H), 1.42-1.72 (m, 8H), 1.24-1.34 (m, 2H).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08829244B2uspto-grants-2014_09