Triethylamine → 3-Diazofuran-2,4-dione

HRID 376363

反応式

HRID 376363 の反応式
[CH2:1]1[C:6](=[O:7])[O:5][CH2:4][C:2]1=[O:3].CCN(CC)CC.S([N:25]=[N+:26]=[N-])(C1C=CC(C)=CC=1)(=O)=O>C(Cl)Cl>[N+:25](=[C:1]1[C:2](=[O:3])[CH2:4][O:5][C:6]1=[O:7])=[N-:26]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 13661p-Toluenesulfonyl azideHCID 521261Tetronic acid

生成物 1

HCID 154391133-Diazofuran-2,4-dione収率 29.7%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To tetronic acid (5.00 g, 49.9 mmol) in CH2Cl2 (250 mL) at 0° C. were added Et3N (8.3 mL, 59.6 mmol) and tosyl azide (7.37 g, 37.4 mmol). After a period of 2 h at r.t., the reaction mixture was partitioned between NH4OAc (25%) and CH2Cl2. The organic phase was dried over Na2SO4, filtered and evaporated under reduced pressure. The resulting mixture was purified by flash chromatography (20% to 35% EtOAc in Hexane) to provide 1.4 g of the title compound as a white solid.

後処理

  1. customthe reaction mixture was partitioned between NH4OAc (25%) and CH2Cl2
  2. dry with materialThe organic phase was dried over Na2SO4
  3. filtrationfiltered
  4. customevaporated under reduced pressure
  5. customThe resulting mixture was purified by flash chromatography (20% to 35% EtOAc in Hexane)

出典と根拠

ORDレコード
ord-b34aeb6722524166af72517b78903c46
出典データセット
uspto-grants-2000_02
特許番号
US06020343

関連ノート

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