Carbon Dioxide → 3,3-Dinitroazetidinium trifluoromethanesulfonate

HRID 1608674ノート

反応式

HRID 1608674 の反応式
C(OC([N:11]1[CH2:14][C:13]([N+:18]([O-:20])=[O:19])([N+:15]([O-:17])=[O:16])[CH2:12]1)=O)C1C=CC=CC=1.C1(OC)C=CC=CC=1.[F:29][C:30]([F:36])([F:35])[S:31]([OH:34])(=[O:33])=[O:32].C(=O)=O>C(Cl)Cl.C(OCC)C>[F:29][C:30]([F:36])([F:35])[S:31]([O-:34])(=[O:33])=[O:32].[N+:15]([C:13]1([N+:18]([O-:20])=[O:19])[CH2:14][NH2+:11][CH2:12]1)([O-:17])=[O:16]

参加物

7

反応物 4

HCID 280Carbon DioxideHCID 7519AnisoleHCID 62406Trifluoromethanesulfonic acidHCID 104464271-Azetidinecarboxylic acid, 3,3-dinitro-, phenylmethyl ester

生成物 1

HCID 200870453,3-Dinitroazetidinium trifluoromethanesulfonate収率 97%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 6344Dichloromethane溶媒

実験手順

To a solution of 1-(benzyloxycarbonyl)-3,3-dinitroazetidine (8.0 g, 0.028 mole) in 80 ml of methylene chloride containing anisole (9.24 g, 0.08 mole) was added trifluoromethanesulfonic acid (10 g, 0.067 mole), slowly with vigorous stirring at room temperature. Carbon dioxide was evolved and the solution turned light red in color. Stirring was continued for about 30 minutes after the addition. Diethyl ether was added slowly to quench the reaction and precipitate the resultant product. The solids were filtered, washed with diethyl ether and air-dried to give 4.10 g (97% yield) of pure 3,3-dinitroazetidinium trifluoromethanesulfonate. The melting point of the product was 176° (dec.).

後処理

  1. stirringStirring
  2. additionafter the addition
  3. customto quench
  4. customthe reaction
  5. customprecipitate the resultant product
  6. filtrationThe solids were filtered
  7. washwashed with diethyl ether
  8. customair-dried

出典と根拠

ORDレコード
ord-59a8979f1dfa4deeb83f8064dc94f4c6
出典データセット
uspto-grants-1995_03
特許番号
US05395945

反応ノート

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