1,2-Dichloro-3-(4-nitrobenzyl)benzene → 4-(2,3-Dichlorobenzyl)phenylamine

HRID 347880노트

반응식

HRID 347880 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH2:8][C:9]2[CH:14]=[CH:13][C:12]([N+:15]([O-])=O)=[CH:11][CH:10]=2)[C:3]=1[Cl:18]>C(O)(=O)C.[Zn]>[Cl:18][C:3]1[C:2]([Cl:1])=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:8][C:9]1[CH:10]=[CH:11][C:12]([NH2:15])=[CH:13][CH:14]=1

참가 물질

4

반응물 1

HCID 30173791,2-Dichloro-3-(4-nitrobenzyl)benzene

생성물 1

HCID 230839364-(2,3-Dichlorobenzyl)phenylamine수율 81%

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 176Acetic Acid용매

실험 절차

1,2-Dichloro-3-(4-nitrobenzyl)benzene (25.0 g, 88.6 mmol) obtained in Step 1 was dissolved in acetic acid (400 ml) and zinc powder (70 g, 1.1 mol) was added by portions at 0° C. The mixture was stirred at room temperature for 1 hr. The reaction mixture was filtered through Celite and washed with ethanol. The filtrate was concentrated under reduced pressure and the solid precipitated during concentration was collected by filtration. The solid obtained by the filtration was washed with diethyl ether, and dissolved in ethyl acetate (500 ml) and water (500 ml). A 4N aqueous sodium hydroxide solution was added to neutralize the aqueous layer. The organic layer was separated, and the aqueous layer was further extracted with ethyl acetate. The organic layers were combined, washed with water and saturated brine, and dried over sodium sulfate. After the filtration, the filtrate was concentrated under reduced pressure and the solid precipitated during the concentration was collected by filtration. The solid obtained by filtration was washed with n-hexane and vacuum-dried to give an object product (18.1 g, yield 81%) as a pale-brown solid.

후처리

  1. filtrationThe reaction mixture was filtered through Celite
  2. washwashed with ethanol
  3. concentrationThe filtrate was concentrated under reduced pressure
  4. customthe solid precipitated during concentration
  5. filtrationwas collected by filtration
  6. customThe solid obtained by the filtration
  7. washwas washed with diethyl ether
  8. dissolutiondissolved in ethyl acetate (500 ml)
  9. additionA 4N aqueous sodium hydroxide solution was added
  10. customThe organic layer was separated
  11. extractionthe aqueous layer was further extracted with ethyl acetate
  12. washwashed with water and saturated brine
  13. dry with materialdried over sodium sulfate
  14. filtrationAfter the filtration
  15. concentrationthe filtrate was concentrated under reduced pressure
  16. customthe solid precipitated during the concentration
  17. filtrationwas collected by filtration
  18. customThe solid obtained by filtration
  19. washwas washed with n-hexane
  20. customvacuum-dried

출처 및 근거

ORD 기록
ord-5429bd8a913c4d5b8dc3731bee91aae4
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07176220B2

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