Ammonia → 2,3-Dichloro-4,6-dinitrophenol

HRID 1609377ノート

反応式

HRID 1609377 の反応式
N.CC(C)([O-:5])C.[K+].[Cl:8][C:9]1[CH:14]=[C:13]([N+:15]([O-:17])=[O:16])[CH:12]=[C:11]([N+:18]([O-:20])=[O:19])[C:10]=1[Cl:21].C(OO)(C)(C)C>CN1CCCC1=O>[Cl:8][C:9]1[C:10]([Cl:21])=[C:11]([N+:18]([O-:20])=[O:19])[CH:12]=[C:13]([N+:15]([O-:17])=[O:16])[C:14]=1[OH:5]

参加物

6

反応物 4

HCID 222Ammonia2 回HCID 6410tert-Butyl hydroperoxideHCID 110209011,2-Dichloro-3,5-dinitrobenzeneHCID 23665647Potassium tert-butoxide

生成物 1

HCID 108579782,3-Dichloro-4,6-dinitrophenol

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
-33 °C

実験手順

A 100 mL round-bottomed flask with stir bar is charged with 10 milliliters (mL) of liquid ammonia and 5.6 grams (g) (0.050 mol) of potassium t-butoxide. The resulting mixture is refluxed at -33° C. under a dry ice/acetone condenser and a nitrogen atmosphere. A solution of 2.4 g (0.010 mol) 1,2-dichloro-3,5-dinitrobenzene and 1.1 g (1.1 eq.) of 90% t-butyl hydroperoxide in 30 mL of N-methylpyrrolidinone is added dropwise over approximately 1 hour to the agitated refluxing liquid ammonia reaction mixture. Upon completion of the addition, the dry ice/acetone condenser is removed and the ammonia is allowed to evaporate under a stream of dry nitrogen. The crude 2,3-dichloro-4,6-dinitrophenol is isolated by pouring the reaction mixture into 50 mL of aqueous hydrochloric acid, extracted with ethyl acetate and the organic solvents evaporated under reduced pressure (15 mm). The yield of the product is 2.2 g (89%). This product is of sufficient purity to be used without further refinement.

後処理

  1. temperaturerefluxing
  2. additionUpon completion of the addition
  3. customthe dry ice/acetone condenser is removed
  4. customto evaporate under a stream of dry nitrogen

出典と根拠

ORDレコード
ord-a6edbf2b3a35445086a849b4995ee3d9
出典データセット
uspto-grants-1995_03
特許番号
US05399768

反応ノート

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