Benzoyl Peroxide → Methyl 4-(bromomethyl)-3-chlorothiophene-2-carboxylate
反応式
[CH3:1][O:2][C:3]([C:5]1[S:6][CH:7]=[C:8]([CH3:11])[C:9]=1[Cl:10])=[O:4].[Br:12]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C1C=CC=CC=1>[CH3:1][O:2][C:3]([C:5]1[S:6][CH:7]=[C:8]([CH2:11][Br:12])[C:9]=1[Cl:10])=[O:4]参加物
5
実験手順
To 2-methoxycarbonyl-3-chloro-4-methylthiophene (0.25 g, 1.3 mmol) in dry benzene (25 mL) were added N-bromosuccinimide (0.28 g, 1.6 mmol) and benzoyl peroxide (0.03 g, 0.13 mmol). The mixture was refluxed while irradiating with a 250 Watt lamp. After 2 hours the reaction was cooled and concentrated of all volatiles in vacuo. Purification by flash chromatography on silica gel afforded 0.20 g (58% yield) of 2-methoxycarbonyl-3-chloro-4-(bromomethyl)thiophene as a white solid; NMR (CDCl3) 7.6 (s, 1), 4.4 (s, 2), 3.9 (s, 3) ppm.
後処理
- temperatureThe mixture was refluxed
- customwhile irradiating with a 250 Watt lamp
- temperatureAfter 2 hours the reaction was cooled
- concentrationconcentrated of all volatiles in vacuo
- customPurification by flash chromatography on silica gel
出典と根拠
- ORDレコード
- ord-4e0d56fe4f864d9092e91eb1a2823e42
- 出典データセット
- uspto-grants-2000_10
- 特許番号
- US06140351
反応ノート
読み込み中…