HCID 538490, 화합물 → Acetoacetanilide

HRID 1756874노트

반응식

HRID 1756874 반응식
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]

참가 물질

6

반응물 2

HCID 538490HCID 538490, 화합물HCID 178418361HCID 178418361, 화합물

생성물 1

HCID 7592Acetoacetanilide

시약·촉매·용매 3

HCID 178418361HCID 178418361, 화합물촉매HCID 962Water용매HCID 1140Toluene용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-00df3c290120427eb1a7a9cffe7c2c5b
출처 데이터셋
uspto-grants-1995_08
특허 번호
US05442115

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