7-Bromo-2,3-dihydro-1-benzofuran-5-carbaldehyde → 5-Formyl-2,3-dihydro-1-benzofuran-7-carbonitrile
反応式
Br[C:2]1[C:10]2[O:9][CH2:8][CH2:7][C:6]=2[CH:5]=[C:4]([CH:11]=[O:12])[CH:3]=1.[Cu][C:14]#[N:15]>CC(N(C)C)=O>[CH:11]([C:4]1[CH:3]=[C:2]([C:14]#[N:15])[C:10]2[O:9][CH2:8][CH2:7][C:6]=2[CH:5]=1)=[O:12]参加物
4
実験手順
To a solution of 7-bromo-2,3-dihydro-1-benzofuran-5-carbaldehyde (1.3 g, 4.7 mmol) in dimethylacetamide (2 mL) was added copper(I) cyanide (0.41 g g, 4.7 mmol). The reaction was refluxed for 18 h, and then concentrated under reduced pressure. The residue was washed well with warm ethyl acetate. The combined ethyl acetate layer were concentrated and dried. The crude product was purified by flash column chromatography (silica gel, 4:1 and 2:1 hexane:ethyl acetate gradient) to afford the desired product (0.5 g, 50%).
後処理
- temperatureThe reaction was refluxed for 18 h
- concentrationconcentrated under reduced pressure
- washThe residue was washed well with warm ethyl acetate
- concentrationThe combined ethyl acetate layer were concentrated
- customdried
- customThe crude product was purified by flash column chromatography (silica gel, 4:1 and 2:1 hexane:ethyl acetate gradient)
出典と根拠
- ORDレコード
- ord-5cffa760ea3a42c59d941a8a79d59029
- 出典データセット
- uspto-grants-2010_06
- 特許番号
- US07732460B2
反応ノート
読み込み中…