Diphenylacetonitrile → Didiavalo
反応式
[H-].[Na+].[C:3]1([CH:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:10]#[N:11])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.C[CH:19](Cl)[CH2:20][N:21]([CH3:23])[CH3:22].Cl.O1CCC[CH2:27]1>>[C:12]1([C:9]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=2)([CH2:19][CH:20]([N:21]([CH3:23])[CH3:22])[CH3:27])[C:10]#[N:11])[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1参加物
実験手順
Sodium hydride (19.5 g of an 80% dispersion in oil, 0.65 mol) was added to a 1 L 3-neck round bottom flask and triturated twice with hexane (150 mL) to remove the oil). Tetrahydrofuran (THF)(150 mL) was added to the flask followed by a stir bar and the resulting suspension stirred under argon whilst adding a solution of diphenylacetonitrile (58 g, 0.3 mol) in THF (150 mL) dropwise via a dropping funnel over 40 minutes. It became necessary to cool the flask in a cold water bath during the addition due to the exotherm generated. After stirring a further 10 minutes at room temperature the flask was fitted with a reflux condenser and placed in an ice bath. The resulting green suspension was then treated with 2-dimethylaminoisopropyl chloride hydrochloride (54 g, 0.34 mol) portionwise, via an addition funnel, over 15 minutes with stirring.
後処理
- customtriturated twice with hexane (150 mL)
- customto remove the oil)
- additionTetrahydrofuran (THF)(150 mL) was added to the flask
- customfollowed by a stir bar
- temperatureto cool the flask in a cold water bath
- additionduring the addition due to the exotherm
- stirringAfter stirring a further 10 minutes at room temperature the flask
- customwas fitted with a reflux condenser
- customplaced in an ice bath
- stirringvia an addition funnel, over 15 minutes with stirring
出典と根拠
- ORDレコード
- ord-b48c76636c454d3394433662536d39a4
- 出典データセット
- uspto-grants-1998_01
- 特許番号
- US05710256
反応ノート
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