تفاعل #161539
ord-43e68112a7e5497784c2a5353ee7bb7c
معادلة التفاعل
3-bromophenol
2-ethylbutan-1-ol
→
1-bromo-3-(2-ethylbutoxy)benzene
المتفاعلات
الكواشف
لا شيء
ظروف التفاعل
الظروف التفصيلية
See reaction.notes.procedure_details.
المعالجة
- 1تركيزThe reaction mixture was concentrated under reduced pressure
- 2أخرىthen triturated with diethyl ether
- 3ترشيحThe suspension was filtered
- 4تركيزthe filtrate was concentrated under reduced pressure
- 5أخرىPurification by flash chromatography (100% hexanes)
الإجراء التجريبي
Coupling of 3-bromophenol (17) (5.0 g, 28.9 mmol) with 2-ethylbutan-1-ol (3.25 g, 31.79 mmol) was conducted following the procedure given for Example 6. The reaction mixture was concentrated under reduced pressure then triturated with diethyl ether. The suspension was filtered and the filtrate was concentrated under reduced pressure. Purification by flash chromatography (100% hexanes) gave 1-bromo-3-(2-ethylbutoxy)benzene a clear liquid. Yield (5.04 g, 62%): 1H NMR (400 MHz, DMSO-d6) δ 7.20 (t, J=8.0 Hz, 1H), 7.11 (t, J=2.2 Hz, 1H), 7.07 (dd, J=8.0, 2.0 Hz, 1H), 6.92 (dd, J=8.4, 2.6 Hz, 1H), 3.84 (d, J=5.6 Hz, 2H), 1.61-1.53 (m, 1H), 1.46-1.30 (m, 4H), 0.86 (t, J=7.4 Hz, 6H).