2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → 7-bromo-5-nitro-1H-indole

HRID 617246ノート

反応式

HRID 617246 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([N+:11]([O-:13])=[O:12])[CH:5]=[C:6]2[C:10]=1[NH:9][CH2:8][CH2:7]2.ClC1C(=O)C(C#N)=C(C#N)C(=O)C=1Cl>CC(C)=O>[Br:1][C:2]1[CH:3]=[C:4]([N+:11]([O-:13])=[O:12])[CH:5]=[C:6]2[C:10]=1[NH:9][CH:8]=[CH:7]2

参加物

4

反応物 2

HCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 3234907-Bromo-5-nitroindoline

生成物 1

HCID 38603267-bromo-5-nitro-1H-indole収率 91.1%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

To a solution of 7-bromo-5-nitroindoline (3.0 g, 12.3 mmol) in 200 mL of acetone was added 2,3-dichloro-5,6-dicyano-1,4-benzoquinone until color of the solution turns to dark green. The reaction mixture was concentrated in vacuo and subjected to column chromatography (CHCl3, neat) to yield 2.7 g (11.2 mmol, 91%) of the indole.

後処理

  1. concentrationThe reaction mixture was concentrated in vacuo

出典と根拠

ORDレコード
ord-f785be13a04843d4826f359e1c4297e2
出典データセット
uspto-grants-1999_09
特許番号
US05948804

反応ノート

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