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

HRID 1173095노트

반응식

HRID 1173095 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d235fdf7bdbd4931b5e69360ffa74e6f
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07834049B2

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