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

HRID 659934ノート

反応式

HRID 659934 の反応式
[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]

参加物

8

反応物 4

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

生成物 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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-21b447b0c93749c0a26ac60350a7749f
出典データセット
uspto-grants-2011_12
特許番号
US08084398B2

反応ノート

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