反応式
CC(C)([O-])C.[K+].Cl[CH2:8][C:9]#[N:10].[C:11]1(=[O:16])[CH2:15][CH2:14][CH2:13][CH2:12]1>C(O)(C)(C)C>[O:16]1[C:11]2([CH2:15][CH2:14][CH2:13][CH2:12]2)[CH:8]1[C:9]#[N:10]参加物
実験手順
A 1 M solution of potassium tert-butoxide in tert-butyl alcohol (184.4 mL, 184.4 mmol) is added slowly to a solution of chloroacetonitrile (10.8 mL, 167.6 mmol) and cyclopentanone (15.0 mL, 167.6 mmol) in anhydrous t-butyl alcohol (33 mL). The reaction is stirred at room temperature for 16 h. The mixture is filtered through diatomaceous earth, the solvent is removed, and the residue is diluted with water. The mixture is neutralized with 30% aq.sodium dihydrogen phosphate solution and extracted with diethyl ether. The organic layers are combined, dried over anhydrous sodium sulfate, filtered, and the solvent is removed. The residue is purified by flash chromatography over silica gel to obtain 14.1 g of the title compound as a colourless oil. 1H NMR (CDCl3) δ (ppm): 3.46 (s, 1H), 1.65-2.20 (m, 8H).
後処理
- filtrationThe mixture is filtered through diatomaceous earth
- customthe solvent is removed
- additionthe residue is diluted with water
- extractionsodium dihydrogen phosphate solution and extracted with diethyl ether
- dry with materialdried over anhydrous sodium sulfate
- filtrationfiltered
- customthe solvent is removed
- customThe residue is purified by flash chromatography over silica gel
出典と根拠
- ORDレコード
- ord-e58bb991c90d4e9fba888f668681538f
- 出典データセット
- uspto-grants-2012_06
- 特許番号
- US08207344B2
関連ノート
読み込み中…