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2-Fluoro-4-nitrobenzonitrile → 4-(Aminomethyl)-3-fluoroaniline

HRID 1438137
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HRID 1438137 반응식
[F:1][C:2]1[CH:9]=[C:8]([N+:10]([O-])=O)[CH:7]=[CH:6][C:3]=1[C:4]#[N:5]>CO.Cl.[Pd]>[NH2:5][CH2:4][C:3]1[CH:6]=[CH:7][C:8]([NH2:10])=[CH:9][C:2]=1[F:1]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 1

HCID 27590482-Fluoro-4-nitrobenzonitrile

생성물 1

HCID 442031254-(Aminomethyl)-3-fluoroaniline수율 190.8%

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 313Hydrochloric Acid용매HCID 887Methanol용매

실험 절차

A solution of 2-fluoro-4-nitrobenzonitrile (0.541 g, 2.43 mmol) in methanol (20 mL) and 6N hydrochloric acid (3 mL) was hydrogenated (55 psi) over 10% palladium on carbon (164 mg) for 22 h. The reaction mixture was filtered and concentrated in vacuo to afford 77A (0.65 g, 100%). 1H NMR (400 MHz, CD3OD) δ 4.23 (s, 2H), 7.29 (d, J=8.79 Hz, 2H), 7.68 (t, J=7.91 Hz, 1H).

후처리

  1. customfor 22 h
  2. filtrationThe reaction mixture was filtered
  3. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-c29542fe78c5444db7f11ad1856344cc
출처 데이터셋
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07622585B2

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