1-Bromo-2-Chloroethane → diphenylmethanone O-(2-chloroethyl)oxime

HRID 484323

반응식

HRID 484323 반응식
[C:1](=[N:14][OH:15])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[CH2:17][CH2:18][Cl:19].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Cl:19][CH2:18][CH2:17][O:15][N:14]=[C:1]([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 78491-Bromo-2-ChloroethaneHCID 11324Benzophenone oximeHCID 11430Potassium Carbonate

생성물 1

HCID 10539239diphenylmethanone O-(2-chloroethyl)oxime수율 73.5%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

Benzophenone oxime (3.94 g, 20 mmol), 1-bromo-2-chloroethane (28.7 g. 200 mmol) and dried, powdered potassium carbonate (5.53 g, 80 mmol) in acetone (60 ml) were heated at reflux for 72 h. The reaction mixture was cooled and filtered and the filtrate was evaporated to an oily residue which was purified by "flash" chromatography (eluting with heptane/ethyl acetate 19/1) to provide diphenylmethanone O-(2-chloroethyl)oxime (3.82 g, 73%) as an oil, tlc rf 0.36 (SiO2, heptane/ethyl acetate 9/1).

후처리

  1. temperaturewere heated
  2. temperatureat reflux for 72 h
  3. temperatureThe reaction mixture was cooled
  4. filtrationfiltered
  5. customthe filtrate was evaporated to an oily residue which
  6. customwas purified by "flash" chromatography (eluting with heptane/ethyl acetate 19/1)

출처 및 근거

ORD 기록
ord-76a41c95460d48beb8fa6acdf9d7653f
출처 데이터셋
uspto-grants-1993_07
특허 번호
US05231106

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