1-Butanol → 4-[Bis(4-fluorophenyl)methyl]-1-[3-(3,4-dimethoxyphenoxy)propyl]piperidine oxalate
反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:15]2[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=2)[CH:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)=[CH:4][CH:3]=1.Cl[CH2:23][CH2:24][CH2:25][O:26][C:27]1[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[C:29]([O:35][CH3:36])[CH:28]=1.[C:37](=[O:40])([O-:39])[O-].[K+].[K+].[I-].[K+].C([OH:49])CCC>>[C:36]([OH:35])(=[O:49])[C:37]([OH:39])=[O:40].[F:21][C:18]1[CH:17]=[CH:16][C:15]([CH:8]([C:5]2[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=2)[CH:9]2[CH2:14][CH2:13][N:12]([CH2:23][CH2:24][CH2:25][O:26][C:27]3[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[C:29]([O:35][CH3:36])[CH:28]=3)[CH2:11][CH2:10]2)=[CH:20][CH:19]=1参加物
6
実験手順
A mixture of 6.02 g (0.021 mole) of 4-[bis(4-fluorophenyl)-methyl]piperidine, 4.83 g (0.021 mole) of 4-(3-chloropropoxy)-1,2-dimethoxybenzene, and potassium carbonate (5.52 g, 0.04 mole) was heated at reflux overnight in 300 ml of 1-butanol containing potassium iodide (0.3 g). The reaction mixture was concentrated to dryness and partitioned between chloroform and water several times. The chloroform layer was dried over anhydrous sodium sulfate and then filtered. The chloroform was removed by rotary evaporator. The oil obtained was converted to the oxalate salt and then recrystallized from ethanol-ethyl ether and methanol isopropyl ether. This furnished 7.77 g (64.7%) of white solid, m.p. 188° C.
後処理
- temperaturewas heated
- concentrationThe reaction mixture was concentrated to dryness
- custompartitioned between chloroform and water several times
- dry with materialThe chloroform layer was dried over anhydrous sodium sulfate
- filtrationfiltered
- customThe chloroform was removed by rotary evaporator
- customThe oil obtained
- customrecrystallized from ethanol-ethyl ether and methanol isopropyl ether
出典と根拠
- ORDレコード
- ord-7eba9704c1124bc0b280658b0d339c28
- 出典データセット
- uspto-grants-1990_08
- 特許番号
- US04950674
反応ノート
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