Tetrahydrofuran → 7-bromo-4-methyl-1H-indole

HRID 1173087

반응식

HRID 1173087 반응식
O1CCCC1.[CH:6]([Mg]Br)=[CH2:7].[Br:10][C:11]1[CH:16]=[CH:15][C:14]([CH3:17])=[CH:13][C:12]=1[N+:18]([O-])=O.[Cl-].[NH4+]>C(OCC)(=O)C>[Br:10][C:11]1[CH:16]=[CH:15][C:6]([CH3:7])=[C:13]2[C:12]=1[NH:18][CH:17]=[CH:14]2

참가 물질

6

반응물 4

HCID 8028Tetrahydrofuran2회HCID 25517Ammonium ChlorideHCID 792244-Bromo-3-nitrotolueneHCID 178418507HCID 178418507, 화합물

생성물 1

HCID 187528627-bromo-4-methyl-1H-indole

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

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

후처리

  1. filtrationthe insoluble matters were filtered off
  2. dry with materialThe filtrate was dried over magnesium sulfate
  3. concentrationconcentrated
  4. customThen, the residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-dfbab5c697244738928f3dd8cc579791
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07834049B2

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