N-bromobutanimide → 5-(Bromomethyl)thiophene-2-carbonitrile
反応式
[CH3:1][C:2]1[S:6][C:5]([C:7]#[N:8])=[CH:4][CH:3]=1.[Br:9]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>[Br:9][CH2:1][C:2]1[S:6][C:5]([C:7]#[N:8])=[CH:4][CH:3]=1参加物
5
実験手順
A mixture of 5-methylthiophene-2-carbonitrile (9.9 g, 80.5 mmol), benzoylperoxide (0.23 g, 0.95 mmol), and N-bromosuccinimide (15 g, 84.3 mmol) in carbontetrachloride (200 mL) was heated at reflux for 6 h. The resulting suspension was filtered and the filtrate diluted with dichloromethane (400 mL), washed with a saturated sodium bicarbonate solution, dried over magnesium sulfate, and concentrated in vacuo. The residue was purified by column chromatography (EtOAc: n-hexane, 1:4) to give the title compound as a yellow oil (14.0 g, 86%).
後処理
- temperaturewas heated
- temperatureat reflux for 6 h
- filtrationThe resulting suspension was filtered
- additionthe filtrate diluted with dichloromethane (400 mL)
- washwashed with a saturated sodium bicarbonate solution
- dry with materialdried over magnesium sulfate
- concentrationconcentrated in vacuo
- customThe residue was purified by column chromatography (EtOAc: n-hexane, 1:4)
出典と根拠
- ORDレコード
- ord-375028d805c444a8ab2f8e601bbaa48e
- 出典データセット
- uspto-grants-2005_03
- 特許番号
- US06864249B2
反応ノート
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