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Acetic Acid → Tert-butyl 4-(3,4-diaminophenyl)piperazine-1-carboxylate

HRID 509089
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HRID 509089 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17]([N+:20]([O-])=O)=[C:16]([NH2:23])[CH:15]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].CC(O)=O.C([O-])(O)=O.[Na+].CC(=O)OCC>CCO.C1COCC1.[Zn].O>[NH2:23][C:16]1[CH:15]=[C:14]([N:11]2[CH2:12][CH2:13][N:8]([C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[CH2:9][CH2:10]2)[CH:19]=[CH:18][C:17]=1[NH2:20]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 176Acetic AcidHCID 8857Ethyl AcetateHCID 516892Sodium BicarbonateHCID 22272542Tert-butyl 4-(3-amino-4-nitrophenyl)piperazine-1-carboxylate

생성물 1

HCID 18783789Tert-butyl 4-(3,4-diaminophenyl)piperazine-1-carboxylate수율 60%

시약·촉매·용매 3

HCID 23994
Zinc
촉매
HCID 962Water용매
HCID 21873804Tetrahydrofuran ethanol용매

실험 절차

A mixture of tert-butyl-4-(3-amino-4-nitrophenyl)piperazine-1-carboxylate (13 g, 46 mmol), Zn (8.9 g, 140 mmol), and HOAc (8.4 g, 140 mmol) in EtOH/THF (250 ml) was refluxed for 20 mins. After adjusted its PH to 8 by NaHCO3, EA and H2O were added resulting in a precipitate. The solid was filtered off under vacuum. The combined organic layers were dried by anhydrous Na2SO4 and concentrated in vacuo to afford tert-butyl 4-(3,4-diaminophenyl)piperazine-1-carboxylate as a black solid (8 g, yield: 60%).

후처리

  1. temperaturewas refluxed for 20 mins
  2. additionwere added
  3. customresulting in a precipitate
  4. filtrationThe solid was filtered off under vacuum
  5. dry with materialThe combined organic layers were dried by anhydrous Na2SO4
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-a4ed7f797caf4faca63489090c54a13f
출처 데이터셋
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09096549B2

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