2-Chloro-1-fluoro-4-nitrobenzene → 1-acetyl-4-(2-chloro-4-nitrophenyl)piperazine

HRID 1441354노트

반응식

HRID 1441354 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1F.[C:12]([N:15]1[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1)(=[O:14])[CH3:13]>CCOC(C)=O.O>[C:12]([N:15]1[CH2:20][CH2:19][N:18]([C:3]2[CH:4]=[CH:5][C:6]([N+:8]([O-:10])=[O:9])=[CH:7][C:2]=2[Cl:1])[CH2:17][CH2:16]1)(=[O:14])[CH3:13]

참가 물질

5

반응물 2

HCID 676882-Chloro-1-fluoro-4-nitrobenzeneHCID 837951-Acetylpiperazine

생성물 1

HCID 28875881-acetyl-4-(2-chloro-4-nitrophenyl)piperazine

시약·촉매·용매 2

HCID 962Water용매HCID 8857Ethyl Acetate용매

실험 절차

2-Chloro-1-fluoro-4-nitrobenzene (10 g, 57 mmol) and 1-acetylpiperazine (14.6 g, 114 mmol) were heated neat at 55° C. for 1 h. Then the reaction mixture was allowed to cool down to room temperature. The viscous orange solution was diluted with EtOAc and water. The organics were washed with water (3 times), brine, dried and evaporation of the solvent gave an orange oil which was triturated with isohexane. After evaporation of solvent the title compound was obtained as a yellow solid which was dried overnight in vac oven at 50° C. (15.68 g, 97%). It was used without further purification. NMR (400 MHz) 2.03 (d, 3H), 3.18 (dt, 4H), 3.62 (m, 4H), 7.30 (d, 1H), 8.17 (dd, 1H), 8.26 (d, 1H); m/z 284-286.

후처리

  1. washThe organics were washed with water (3 times), brine
  2. customdried
  3. customevaporation of the solvent
  4. customgave an orange oil which
  5. customwas triturated with isohexane
  6. customAfter evaporation of solvent the title compound
  7. customwas obtained as a yellow solid which
  8. customwas dried overnight in vac oven at 50° C. (15.68 g, 97%)
  9. customIt was used without further purification

출처 및 근거

ORD 기록
ord-b04e436f1cae4cdaa086f793015682a1
출처 데이터셋
uspto-grants-2010_02
특허 번호
US07655652B2

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