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Ethanol → 6-Fluoro-[1,1';4'1'']terphenyl-3,4-diamine

HRID 1960131
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HRID 1960131 반응식
CCO.O.[F:5][C:6]1[CH:11]=[C:10]([NH2:12])[C:9]([N+:13]([O-])=O)=[CH:8][C:7]=1[C:16]1[CH:21]=[CH:20][C:19]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[CH:18][CH:17]=1.[NH4+].[Cl-]>CCOC(C)=O.[Fe]>[F:5][C:6]1[C:7]([C:16]2[CH:17]=[CH:18][C:19]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[CH:20][CH:21]=2)=[CH:8][C:9]([NH2:13])=[C:10]([NH2:12])[CH:11]=1
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참가 물질

7

반응물 4

HCID 702EthanolHCID 962WaterHCID 25517Ammonium ChlorideHCID 674465092-Fluoro-5-nitro-[1,1';4'1'']terphenyl-4-ylamine

생성물 1

HCID 674456646-Fluoro-[1,1';4'1'']terphenyl-3,4-diamine

시약·촉매·용매 2

HCID 23925Iron촉매
HCID 8857
Ethyl Acetate
용매

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온도
50 °C

실험 절차

To a solution of EtOH (40 mL), H2O (10 mL) and compound 13-2 (663 mg, 2.1 mmol) was added iron (889 mg, 16 mmol) and NH4Cl (562 mg, 10.5 mmol). The resulting suspension was allowed to stir for 18 h at 50° C. The crude suspension was diluted with copious amounts of EtOAc and filtered over a pad of Celite™. The resulting yellow solution was concentrated in vacuo then purified on ISCO (EtOAc/Hexanes=7/3) to give title compound 13-3.

후처리

  1. filtrationfiltered over a pad of Celite™
  2. concentrationThe resulting yellow solution was concentrated in vacuo
  3. customthen purified on ISCO (EtOAc/Hexanes=7/3)

출처 및 근거

ORD 기록
ord-d760e5fbe1bd4f1d80b10a0875f5bbf7
출처 데이터셋
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08410284B2

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