HCID 538490、化合物 → Acetoacetanilide

HRID 1756874ノート

反応式

HRID 1756874 の反応式
Cl[C:2](Cl)([C:12]([CH3:14])=[O:13])[C:3]([NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:4].[H][H]>O.C1(C)C=CC=CC=1.[H][H]>[C:3]([NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)(=[O:4])[CH2:2][C:12]([CH3:14])=[O:13]

参加物

6

反応物 2

HCID 538490HCID 538490、化合物HCID 178418361HCID 178418361、化合物

生成物 1

HCID 7592Acetoacetanilide

試薬・触媒・溶媒 3

HCID 178418361HCID 178418361、化合物触媒HCID 962Water溶媒HCID 1140Toluene溶媒

実験手順

2.46 g (0.01 mole) of α,α-dichloroacetoacetanilide was dissolved in 20 ml of water and 30 ml of toluene, and dehalogenated with hydrogen using 5% Pd/C as catalyst. Hydrogen was allowed to react until no more would be absorbed. The first equivalent (251 ml at 739 mm pressure and 25° C.) was absorbed in 50 minutes (a rate of about 5 ml/min) whereas the 274 ml (second equivalent) was absorbed at the much slower rate of about 0.9 ml/min. On the basis of the hydrogen absorbed, it was concluded that the dehalogenation had proceeded to remove both chlorines and hence to give acetoacetanilide. This was confirmed by filtering off the catalyst, separating off the water phase and finally isolating the product from the toluene. Obtained were 1.57 g or 89% of acetoacetanilide, mp 79°-84° C.

後処理

  1. customto react until no more
  2. customwould be absorbed
  3. customThe first equivalent (251 ml at 739 mm pressure and 25° C.) was absorbed in 50 minutes (a rate of about 5 ml/min) whereas the 274 ml (second equivalent)
  4. customwas absorbed at the much slower rate of about 0.9 ml/min
  5. customOn the basis of the hydrogen absorbed
  6. customto remove both chlorines

出典と根拠

ORDレコード
ord-00df3c290120427eb1a7a9cffe7c2c5b
出典データセット
uspto-grants-1995_08
特許番号
US05442115

反応ノート

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