N-bromobutanimide → Methyl 3-(bromomethyl)-2-benzofurancarboxylate

HRID 2221442

反応式

HRID 2221442 の反応式
[CH3:1][C:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][C:3]=1[C:11]([O:13][CH3:14])=[O:12].[Br:15]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl.N(C(C)(C)C#N)=NC(C)(C)C#N>[Br:15][CH2:1][C:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][C:3]=1[C:11]([O:13][CH3:14])=[O:12]

参加物

5

反応物 2

HCID 67184N-bromobutanimideHCID 74953Methyl 3-methyl-2-benzofurancarboxylate

生成物 1

HCID 100838Methyl 3-(bromomethyl)-2-benzofurancarboxylate収率 108.7%

試薬・触媒・溶媒 2

HCID 6547Azobisisobutyronitrile触媒HCID 5943Carbon Tetrachloride溶媒

実験手順

A solution of methyl 3-methylbenzofuran-2-carboxylate (1.0 g, 5.3 mmol), N-bromosuccinimide (0.95 g, 5.3 mmol) and 2,2′-azobisisobutyronitrile (87 mg, 0.53 mmol) was heated to reflux in CCl4 (40 ml) for 3 h, then cooled to room temperature and concentrated. The residue was dissolved in ethyl acetate (100 ml) and washed with water (100 ml). The organic layer was dried over magnesium sulfate and concentrated to provide crude methyl 3-bromomethylbenzofuran-2-carboxylate (1.55 g) as a yellowish solid, which was used in the next step without further purification.

後処理

  1. concentrationconcentrated
  2. dissolutionThe residue was dissolved in ethyl acetate (100 ml)
  3. washwashed with water (100 ml)
  4. dry with materialThe organic layer was dried over magnesium sulfate
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-8cf3f5e8500348a69a4705b088f22356
出典データセット
uspto-grants-2008_05
特許番号
US07368572B2

関連ノート

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