Ethyl Acetate → 7-bromo-4-methyl-1H-indole

HRID 992473

反応式

HRID 992473 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[N+:9]([O-])=O.[CH:12]([Mg]Br)=[CH2:13].[Cl-].[NH4+].C(OCC)(=O)C>O1CCCC1>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[C:4]2[C:3]=1[NH:9][CH:13]=[CH:12]2

参加物

6

反応物 4

HCID 8857Ethyl AcetateHCID 25517Ammonium ChlorideHCID 792244-Bromo-3-nitrotolueneHCID 178418507HCID 178418507、化合物

生成物 1

HCID 187528627-bromo-4-methyl-1H-indole収率 56.1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To 300 ml of a solution of 65.0 g (301 mmol) of 2-bromo-5-methylnitrobenzene in tetrahydrofuran was added 1 liter of a 1.0M solution of vinyl magnesium bromide (1 mol) in tetrahydrofuran at −60° C. in a nitrogen atmosphere under stirring during 1 hour. To the reaction mixed solution were added a saturated aqueous solution of ammonium chloride and ethyl acetate, and the resulting insoluble matters were filtered off. The resulting filtrate was dried over magnesium sulfate, concentrated, and then the resulting residue was purified by a silica gel column chromatography to give 35.5 g of the title compound.

後処理

  1. additionTo the reaction mixed solution
  2. filtrationthe resulting insoluble matters were filtered off
  3. dry with materialThe resulting filtrate was dried over magnesium sulfate
  4. concentrationconcentrated
  5. customthe resulting residue was purified by a silica gel column chromatography

出典と根拠

ORDレコード
ord-76224b96640b410aa0643868eb036fe9
出典データセット
uspto-grants-2002_10
特許番号
US06469043B1

関連ノート

読み込み中…