Sodium Iodide → ethyl 2,4-dichloro-3-[2-(1H-tetrazol-1-yl)ethoxy]benzoate

HRID 659934노트

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HRID 659934 반응식
[NH:1]1[CH:5]=[N:4][N:3]=[N:2]1.Br[CH2:7][CH2:8][O:9][C:10]1[C:11]([Cl:22])=[C:12]([CH:18]=[CH:19][C:20]=1[Cl:21])[C:13]([O:15][CH2:16][CH3:17])=[O:14].C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>CN(C=O)C.O>[Cl:22][C:11]1[C:10]([O:9][CH2:8][CH2:7][N:1]2[CH:5]=[N:4][N:3]=[N:2]2)=[C:20]([Cl:21])[CH:19]=[CH:18][C:12]=1[C:13]([O:15][CH2:16][CH3:17])=[O:14].[Cl:22][C:11]1[C:10]([O:9][CH2:8][CH2:7][N:2]2[NH:3][N:4]=[CH:5][NH:1]2)=[C:20]([Cl:21])[CH:19]=[CH:18][C:12]=1[C:13]([O:15][CH2:16][CH3:17])=[O:14]

참가 물질

8

반응물 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 15029235Ethyl 3-(2-bromoethoxy)-2,4-dichlorobenzoateHCID 178418441HCID 178418441, 화합물

생성물 2

HCID 57437285ethyl 2,4-dichloro-3-[2-(1H-tetrazol-1-yl)ethoxy]benzoateHCID 66734875ethyl 2,4-dichloro-3-[2-(1H-tetrazol-2-yl)ethoxy]benzoate

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

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온도
80 °C

실험 절차

1H-tetrazol (0.45 g) and ethyl 3-(2-bromoethoxy)-2,4-dichlorobenzoate (2.00 g) were suspended in DMF (15 ml), potassium carbonate (1.21 g) and sodium iodide (0.04 g) were added thereto and the mixture was stirred at 80° C. for 3 hours. After the reaction, cool water was added, extracted with ethyl acetate (100 ml) and dried over anhydrous magnesium sulfate. The residue obtained by distilling off ethyl acetate was purified with silica gel column chromatography (elution solvent; ethyl acetate: hexane=1:1) to obtain the desired ethyl 2,4-dichloro-3-[2-(1H-tetrazol-1-yl)ethoxy]benzoate (0.88 g) and ethyl 2,4-dichloro-3-[2-(1H-tetrazol-2-yl)ethoxy]benzoate (0.99 g).

후처리

  1. customAfter the reaction
  2. additionwas added
  3. extractionextracted with ethyl acetate (100 ml)
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe residue obtained
  6. distillationby distilling off ethyl acetate
  7. customwas purified with silica gel column chromatography (elution solvent; ethyl acetate: hexane=1:1)

출처 및 근거

ORD 기록
ord-21b447b0c93749c0a26ac60350a7749f
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08084398B2

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