反応式
C([N-]C(C)C)(C)C.[Li+].C(NC(C)C)(C)C.C([Li])CCC.[C:21]([C:23]1[CH:28]=[CH:27][C:26]([CH:29]2[N:34]3[CH:35]=[N:36][CH:37]=[C:33]3[CH2:32][CH2:31][CH2:30]2)=[CH:25][CH:24]=1)#[N:22].[CH2:38](Br)[C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1.[ClH:46]>O1CCCC1>[ClH:46].[CH2:38]([C:29]1([C:26]2[CH:25]=[CH:24][C:23]([C:21]#[N:22])=[CH:28][CH:27]=2)[N:34]2[CH:35]=[N:36][CH:37]=[C:33]2[CH2:32][CH2:31][CH2:30]1)[C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1参加物
実験手順
A solution of 0.80 mmoles of lithium diisopropylamide, prepared from 0.12 ml of diisopropylamine and 0.32 ml of 2.5M n-butyllithium in 6 ml of tetrahydrofuran at 0°, is slowly added to a solution of 0.17 g of 5-(4-cyanophenyl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyridine in 2 ml of tetrahydrofuran at -79°. After 0.5 h, 0.1 ml of benzyl bromide is added dropwise. The reaction mixture is stirred for an additional 1 h, quenched with 5 ml of water, made acidic with 1N hydrochloric acid, diluted with 20 ml of ether and the layers are separated. The aqueous phase is adjusted to pH=7, extracted with ethyl acetate (3×15 ml) and the organic extracts are dried over sodium sulfate. Filtration and evaporation produces a foam which is treated with one molar equivalent of ethereal hydrogen chloride to yield 5-benzyl-5-(4-cyanophenyl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyridine hydrochloride, m.p. 249°-251°.
後処理
- customquenched with 5 ml of water
- additiondiluted with 20 ml of ether
- customthe layers are separated
- extractionextracted with ethyl acetate (3×15 ml)
- dry with materialthe organic extracts are dried over sodium sulfate
- filtrationFiltration and evaporation
- customproduces a foam which
出典と根拠
- ORDレコード
- ord-e5b42c58724c494c8c37c46e8e01866a
- 出典データセット
- uspto-grants-1995_06
- 特許番号
- US05428160
関連ノート
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