Sulfuric Acid → 1-(1,1-dimethylethyl)-5-(2-methoxyphenyl)-2H-tetrazole

HRID 129563

反応式

HRID 129563 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[N:10]=[N:11][NH:12][N:13]=1.[CH3:14][C:15](O)([CH3:17])[CH3:16].S(=O)(=O)(O)O.[OH-].[K+]>C(O)(C(F)(F)F)=O.C(OCC)(=O)C>[CH3:14][C:15]([N:13]1[C:9]([C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=2[O:2][CH3:1])=[N:10][NH:11][NH:12]1)([CH3:17])[CH3:16]

参加物

7

反応物 4

HCID 1118Sulfuric AcidHCID 6386tert-ButanolHCID 14797Potassium HydroxideHCID 8589085-(2-Methoxyphenyl)-1H-tetrazole

生成物 1

HCID 193719111-(1,1-dimethylethyl)-5-(2-methoxyphenyl)-2H-tetrazole収率 35.5%

試薬・触媒・溶媒 2

HCID 6422Trifluoroacetic acid溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A mixture of 5-(2-methoxyphenyl)-2H-tetrazole (0.83 g, 4.71 mmol), 2-methyl-2-propanol (0.7 g, 9.4 mmol), and sulfuric acid (0.24 g, 2.4 mmol) in 4.6 mL of TFA was stirred under nitrogen at room temperature for 16 hours. The reaction mixture then was diluted with ethyl acetate, poured into 2M potassium hydroxide, and extracted with ethyl acetate. The ethyl acetate layer was washed with water, dried over magnesium sulfate and concentrated. Purification of the residue by column chromatography on silica gel (elution: 10% ethyl acetate/hexane) gave 1-(1,1-dimethylethyl)-5-(2-methoxyphenyl)-2H-tetrazole (0.5102 g, 1.67 mmol), as an oil.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe ethyl acetate layer was washed with water
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated
  5. customPurification of the residue by column chromatography on silica gel (elution: 10% ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-c15cc2766e114b60bb4f63376968896d
出典データセット
uspto-grants-1995_11
特許番号
US05468867

関連ノート

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