تفاعل #161511

معادلة التفاعل

Cycloheptylmethanol

3-bromophenol

→

((3-bromophenoxy)methyl)cycloheptane

ظروف التفاعل

المعالجة

1. 1
   تركيزAfter concentration under reduced pressure, hexanes
2. 2
   workup.ADDITIONwas added
3. 3
   أخرىsonicated
4. 4
   أخرىthe precipitate was removed by filtration
5. 5
   غسيلthe solids washed with hexanes
6. 6
   تركيزThe combined filtrates were concentrated under reduced pressure
7. 7
   أخرىPurification by flash chromatography (10 to 50% EtOAc-hexanes gradient)

الإجراء التجريبي

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).

المصدر