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4-Tert-Butylaniline → (6-Bromo-phthalazin-1-yl)-(4-tert-butyl-phenyl)-amine

HRID 1791209
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HRID 1791209 반응식
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](Cl)=[N:7][N:6]=[CH:5]2.[C:13]([C:17]1[CH:23]=[CH:22][C:20]([NH2:21])=[CH:19][CH:18]=1)([CH3:16])([CH3:15])[CH3:14]>CC(O)C>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8]([NH:21][C:20]1[CH:22]=[CH:23][C:17]([C:13]([CH3:16])([CH3:15])[CH3:14])=[CH:18][CH:19]=1)=[N:7][N:6]=[CH:5]2
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참가 물질

4

반응물 2

HCID 698614-Tert-ButylanilineHCID 220304246-Bromo-1-chlorophthalazine

생성물 1

HCID 22030046(6-Bromo-phthalazin-1-yl)-(4-tert-butyl-phenyl)-amine

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

Heat a mixture of 6-bromo-1-chloro-phthalazine (500 mg, 2.05 mmol) and 4-(tert-butyl)aniline (611 mg, 4.10 mmol) in 2-propanol (10 mL) at reflux for 3 hours. Evaporate the mixture, add 1M NaOH (10 mL), extract twice with EtOAc (10 mL each), dry (Na2SO4), and evaporate to provide the crude product. Purify by silica gel chromatography, eluting with dichloromethane followed by 95% CH2Cl2-MeOH to provide (6-Bromo-phthalazin-1-yl)-(4-tert-butyl-phenyl)-amine as a white solid.

후처리

  1. temperatureHeat
  2. temperatureat reflux for 3 hours
  3. customEvaporate the mixture
  4. additionadd 1M NaOH (10 mL)
  5. extractionextract twice with EtOAc (10 mL each)
  6. dry with materialdry (Na2SO4)
  7. customevaporate
  8. customto provide the crude product
  9. customPurify by silica gel chromatography
  10. washeluting with dichloromethane

출처 및 근거

ORD 기록
ord-6ee57e5de1aa44ac9b53be26be235c4c
출처 데이터셋
uspto-grants-2006_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07074799B2

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