Sodium Hydroxide → 7-Bromo-3-chloro-4-methyl-1H-indole

HRID 1173095ノート

反応式

HRID 1173095 の反応式
[Cl:1]N1C(=O)CCC1=O.[Br:9][C:10]1[CH:11]=[CH:12][C:13]([CH3:19])=[C:14]2[C:18]=1[NH:17][CH:16]=[CH:15]2.BrC1C=CC(C)=CC=1[N+]([O-])=O.[OH-].[Na+]>C(#N)C>[Br:9][C:10]1[CH:11]=[CH:12][C:13]([CH3:19])=[C:14]2[C:18]=1[NH:17][CH:16]=[C:15]2[Cl:1]

参加物

6

反応物 4

HCID 14798Sodium HydroxideHCID 31398ChlorosuccinimideHCID 792244-Bromo-3-nitrotolueneHCID 187528627-bromo-4-methyl-1H-indole

生成物 1

HCID 223592387-Bromo-3-chloro-4-methyl-1H-indole収率 99.3%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

4.0 g (30.0 mmol) of N-chlorosuccinimide was added to an acetonitrile solution (250 ml) containing 5.8 g (27.6 mmol) of 7-bromo-4-methyl-1H-indole synthesized from 2-bromo-5-methylnitrobenzene in the same manner as in Production Example 1a, followed by stirring at room temperature overnight. 50 ml of a 1N aqueous sodium hydroxide was added thereto, and the mixture was extracted with ethyl acetate. The organic layer was washed with water, dried over magnesium sulfate and concentrated. Then, the residue was purified by silica gel column chromatography, to give 6.7 g of the title compound.

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with water
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated
  5. customThen, the residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-d235fdf7bdbd4931b5e69360ffa74e6f
出典データセット
uspto-grants-2010_11
特許番号
US07834049B2

反応ノート

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