Acetic Anhydride → 6-Bromo-1H-indole-3-carbonitrile
反応式
[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH:11]=O)=[CH:7][NH:8]2)=[CH:4][CH:3]=1.[NH2:13]O.Cl.CC(OC(C)=O)=O>N1C=CC=CC=1>[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:11]#[N:13])=[CH:7][NH:8]2)=[CH:4][CH:3]=1参加物
5
実験手順
To a solution of 6-bromo-1H-indole-3-carbaldehyde (1.2 g, 5.36 mmol) in pyridine (10 mL) was added NH2OH.HCl (0.424 g, 6.11 mmol) portionwise and the resulting mixture was stirred at rt for 1.5 h. 25 mL of Ac2O was added and the mixture was heated at reflux overnight. After this time the reaction mixture was cooled to rt and poured into ice. The resulting solid was filtered and the product was purified by flash column chromatography to give 6-bromo-1H-indole-3-carbonitrile slightly impure but was used for the next step. Mass Spectrum (ESI) m/e=222 (M+1).
後処理
- temperaturethe mixture was heated
- temperatureat reflux overnight
- temperatureAfter this time the reaction mixture was cooled to rt
- additionpoured into ice
- filtrationThe resulting solid was filtered
- customthe product was purified by flash column chromatography
出典と根拠
- ORDレコード
- ord-1249dd06b51c4028ab2e8e0879b64549
- 出典データセット
- uspto-grants-2014_07
- 特許番号
- US08765940B2
反応ノート
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