Cyclohexene → 4-Chloro-2-methyl-3-nitroaniline

HRID 618213노트

반응식

HRID 618213 반응식
[Cl:1][C:2]1[C:3]([N+:12]([O-:14])=[O:13])=[C:4]([CH3:11])[C:5]([N+:8]([O-])=O)=[CH:6][CH:7]=1.C1CCCCC=1>[Pd].C(O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[C:4]([CH3:11])[C:3]=1[N+:12]([O-:14])=[O:13]

참가 물질

5

반응물 2

HCID 8079CyclohexeneHCID 52489471-Chloro-3-methyl-2,4-dinitrobenzene

생성물 1

HCID 187897374-Chloro-2-methyl-3-nitroaniline

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

A mixture of 3-chloro-2,6-dinitrotoluene (18.0 g), cyclohexene (51 mL), and 10% palladium on charcoal (4.5 g) in ethanol (350 mL) was heated at reflux under an atmosphere of nitrogen for 1.5 hr. The reaction mixture was cooled to room temperature, filtered through celite, then evaporated under reduced pressure. The residue was dissolved in ethyl ether and filtered through a short silica column. Evaporation of the ether afforded 14.8 g as an orange solid.

후처리

  1. temperaturewas heated
  2. temperatureat reflux under an atmosphere of nitrogen for 1.5 hr
  3. filtrationfiltered through celite
  4. customevaporated under reduced pressure
  5. dissolutionThe residue was dissolved in ethyl ether
  6. filtrationfiltered through a short silica column
  7. customEvaporation of the ether
  8. customafforded 14.8 g as an orange solid

출처 및 근거

ORD 기록
ord-ce5cc426957144ee8e3d6f9c6f4b5970
출처 데이터셋
uspto-grants-1999_09
특허 번호
US05952362

반응 노트

불러오는 중…