Reaktionsgleichung
O1CCCCC1O[C@H]1CC[C@H](CO)CC1.BrC1C=CC(O)=CC=1.[Br:24][C:25]1[CH:45]=[CH:44][C:28]([O:29][CH2:30][C@@H:31]2[CH2:36][CH2:35][C@H:34]([O:37][CH:38]3[CH2:43][CH2:42][CH2:41][CH2:40][O:39]3)[CH2:33][CH2:32]2)=[CH:27][CH:26]=1>>[Br:24][C:25]1[CH:26]=[CH:27][C:28]([O:29][CH2:30][C@H:31]2[CH2:32][CH2:33][C@H:34]([O:37][CH:38]3[CH2:43][CH2:42][CH2:41][CH2:40][O:39]3)[CH2:35][CH2:36]2)=[CH:44][CH:45]=1Komponenten
4
Versuchsvorschrift
The title compound (987 mg, 70.3%) was prepared from (+/−)-[trans-4-(tetrahydro-2H-pyran-2-yloxy)cyclohexyl]methanol (815 mg, 3.80 mmol) and 4-bromophenol (0.724 g, 4.18 mmol) by a procedure analogous to that described for (+/−)-2-({cis-4-[(4-bromophenoxy)methyl]cyclohexyl}oxy)tetrahydro-2H-pyran, Example 8, Step C. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 1.02-1.35 (m, 3H) 1.36-1.64 (m, 5H) 1.66-1.90 (m, 3H) 1.90-2.01 (m, 2H) 2.02-2.18 (m, 2H) 3.51 (dt, J=11.02, 5.22 Hz, 1H) 3.61 (tt, J=10.98, 4.24 Hz, 1H) 3.68-3.78 (m, 2H) 3.88-4.00 (m, 1H) 4.68-4.79 (m, 1H) 6.71-6.82 (m, 2H) 7.31-7.42 (m, 2H)
Quellen und Nachweise
- ORD-Eintrag
- ord-b2e108e72f724d72b832b27ed9993b25
- Quelldatensatz
- uspto-grants-2015_04
- Patentnummer
- US09018384B2
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