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Sulfuric Acid → Ethyl (2-tert-butyl-2H-tetrazol-5-yl)acetate

HRID 549417
ノート
印刷プレビュー

反応式

HRID 549417 の反応式
[CH2:1]([O:3][C:4](=[O:11])[CH2:5][C:6]1[N:7]=[N:8][NH:9][N:10]=1)[CH3:2].S(=O)(=O)(O)O.C(OCC)(=O)C.[OH-].[Na+].[CH3:25][C:26](O)([CH3:28])[CH3:27]>FC(F)(F)C(O)=O>[CH2:1]([O:3][C:4](=[O:11])[CH2:5][C:6]1[N:7]=[N:8][N:9]([C:26]([CH3:28])([CH3:27])[CH3:25])[N:10]=1)[CH3:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 1118Sulfuric AcidHCID 6386tert-ButanolHCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 543616Ethyl 1H-tetrazole-5-acetate

生成物 1

HCID 13142201Ethyl (2-tert-butyl-2H-tetrazol-5-yl)acetate収率 52%

試薬・触媒・溶媒 1

HCID 6422
Trifluoroacetic acid
溶媒

実験手順

To a solution of (2H-tetrazol-5-yl)-acetic acid ethyl ester (2.0 g, 13 mmol) in 2-methyl-propan-2-ol (2.6 mL) and trifluoroacetic acid (6 mL) was added concentrated sulfuric acid (0.35 mL, 6.4 mmol) and the reaction was stirred at room temperature for 12 h. Ethyl acetate was added and the solution was neutralized by addition of an aqueous sodium hydroxide solution (2 N). The solution was extracted several times with ethyl acetate, and the organic layers were combined, dried over sodium sulfate, filtered, and concentrated in vacuo. The residue was purified via silica gel column chromatography to provide (2-tert-butyl-2H-tetrazol-5-yl)-acetic acid ethyl ester (2.0 g, 52% yield).

後処理

  1. extractionThe solution was extracted several times with ethyl acetate
  2. dry with materialdried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified via silica gel column chromatography

出典と根拠

ORDレコード
ord-15be93b330484d73ab50446c211b70d4
出典データセット
uspto-grants-2011_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07943652B2

反応ノート

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