2-Allyloxy-4-chloromethyl-1-methylbenzene → Benzyl 3-(3-allyloxy-4-methylbenzyloxy)-4-{4-[3-(2-methoxybenzyloxy)propoxy]phenyl}piperidine-1-carboxylate
Reaction equation
[OH:1][CH:2]1[CH:7]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH2:15][CH2:16][CH2:17][O:18][CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[O:26][CH3:27])=[CH:10][CH:9]=2)[CH2:6][CH2:5][N:4]([C:28]([O:30][CH2:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)=[O:29])[CH2:3]1.[CH2:38]([O:41][C:42]1[CH:47]=[C:46]([CH2:48]Cl)[CH:45]=[CH:44][C:43]=1[CH3:50])[CH:39]=[CH2:40]>>[CH2:38]([O:41][C:42]1[CH:47]=[C:46]([CH:45]=[CH:44][C:43]=1[CH3:50])[CH2:48][O:1][CH:2]1[CH:7]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH2:15][CH2:16][CH2:17][O:18][CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[O:26][CH3:27])=[CH:10][CH:9]=2)[CH2:6][CH2:5][N:4]([C:28]([O:30][CH2:31][C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=2)=[O:29])[CH2:3]1)[CH:39]=[CH2:40]Participants
3
Procedure
Analogously to Method D, 3.00 g of benzyl 3-hydroxy-4-{4-[3-(2-methoxybenzyloxy)propoxy]-phenyl}piperidine-1-carboxylate (Example 10f) and 1.31 g of 2-allyloxy-4-chloromethyl-1-methylbenzene are reacted. The title compound is obtained as a colourless oil. Rf=0.33 (1:2 EtOAc heptane); Rt=6.27.
Sources & evidence
- ORD record
- ord-4cfa2e82dc6a438a83971e778e3b2ea8
- Source dataset
- uspto-grants-2010_09
- Patent number
- US07790715B2
Reaction notes
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