反応式
C([O-])C.[Na+].[CH3:5][CH2:6][C:7](=[O:13])[CH2:8][C:9](=[O:12])[CH2:10][CH3:11].[CH2:14]([N:21]1[CH:25]=[CH:24][N:23]=[C:22]1[CH2:26]Cl)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.Cl.C(N1C=CN=C1CCl)C1C=CC=CC=1.[I-].[K+]>C(O)C>[CH2:14]([N:21]1[CH:25]=[CH:24][N:23]=[C:22]1[CH2:26][CH:8]([C:7](=[O:13])[CH2:6][CH3:5])[C:9](=[O:12])[CH2:10][CH3:11])[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1参加物
反応物 5
生成物 1
試薬・触媒・溶媒 1
実験手順
To a solution of 1.74 ml (4.7 mmol; ˜21% solution in ethanol) sodium ethanolate in 18 ml dry ethanol were added 600 mg (4.7 mmol) 3,5-heptanedione and stirred at ambient temperature for 30 min. Then a solution of 1-benzyl-2-chloromethyl-1H-imidazole (prepared from 1.081 g (4.5 mmol) 1-benzyl-2-chloromethyl-1H-imidazole hydrochloride in 7 ml ethanol and 1.74 ml (5 mmol; ˜21% solution in ethanol) sodium ethanolate) was added together with 30 mg potassium iodide. The mixture was heated to 50° C. for 10 min and then immediately cooled to ambient temperature and concentrated under reduced pressure at max. 30° C. Purification by flash-chromatography on silica gel with heptane/ethyl acetate 1:1 as eluent provided 423 mg 4-(1-benzyl-1H-imidazol-2-ylmethyl)-heptane-3,5-dione as light brown oil: MS (ISP): 299.2 ((M+H)+.).
後処理
- temperatureThe mixture was heated to 50° C. for 10 min
- temperatureimmediately cooled to ambient temperature
- concentrationconcentrated under reduced pressure at max
- custom30° C
- customPurification by flash-chromatography on silica gel with heptane/ethyl acetate 1:1 as eluent
出典と根拠
- ORDレコード
- ord-f45ec7e7b62747a79a67191e786acfef
- 出典データセット
- uspto-grants-2011_01
- 特許番号
- US07875645B2
関連ノート
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