Ethylenediamine → Benzofuran-4-carbonitrile
反応式
Br[C:2]1[C:7]2[CH:8]=[CH:9][O:10][C:6]=2[CH:5]=[CH:4][CH:3]=1.[Cu][C:12]#[N:13].C(N)CN>CN(C=O)C>[O:10]1[C:6]2=[CH:5][CH:4]=[CH:3][C:2]([C:12]#[N:13])=[C:7]2[CH:8]=[CH:9]1参加物
5
実験手順
Combine 4-bromo-benzofuran (1.0 g, 5.07 mmol), copper(I) cyanide (0.9 g, 10.2 mmol), anhydrous DMF (16 mL) and reflux for 17 h. Cool the reaction mixture to ambient temperature, treat with 50% (v/v) aqueous ethylenediamine (25 mL). Extract the reaction mixture with diethyl ether (3×15 mL), combine the organic extracts, wash with brine (15 mL) and dry over anhydrous Na2SO4. Evaporate the solvent and purify by chromatography on silica gel eluting with hexane/EtOAc (1:0, 9:1 and 4:1) to obtain the desired intermediate as a colorless oil (0.3 g, 39%).
後処理
- extractionExtract the reaction mixture with diethyl ether (3×15 mL)
- washwash with brine (15 mL)
- dry with materialdry over anhydrous Na2SO4
- customEvaporate the solvent
- custompurify by chromatography on silica gel eluting with hexane/EtOAc (1:0, 9:1 and 4:1)
出典と根拠
- ORDレコード
- ord-fcb45d8d95bf4512afb5c6803698158b
- 出典データセット
- uspto-grants-2013_11
- 特許番号
- US08580780B2
反応ノート
読み込み中…