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Water → 1-Bromo-2-fluoro-3-methoxy-4-nitrobenzene

HRID 1880972
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HRID 1880972 반응식
[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([O:9][CH3:10])[C:3]=1[F:11].B1([O-])OO1.[OH2:16].[OH2:17].O.O.[Na+].O>C(O)(C(F)(F)F)=O.C(O)(=O)C>[Br:1][C:2]1[CH:8]=[CH:7][C:5]([N+:6]([O-:17])=[O:16])=[C:4]([O:9][CH3:10])[C:3]=1[F:11]
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참가 물질

6

반응물 3

HCID 962WaterHCID 23693097Sodium;3-oxidodioxaborirane;tetrahydrateHCID 579555294-Bromo-3-fluoro-2-methoxyaniline

생성물 1

HCID 579555891-Bromo-2-fluoro-3-methoxy-4-nitrobenzene수율 40%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 6422Trifluoroacetic acid용매

반응 조건

온도
60 °C

실험 절차

To 4-bromo-3-fluoro-2-methoxyaniline (1 g, 4.5 mmol) in a mixture of TFA and acetic acid (10 mL/10 mL) was added sodium perborate tetrahydrate (3.2 g, 21 mmol). The reaction mixture was warmed up to 60° C. and heated for 24 h. It was then diluted to water, extracted with ethyl acetate. The product was obtained by flash column as a yellow solid (450 mg, 40%). 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 4.11 (s, 3 H) 7.40 (dd, J=9.0, 6.2 Hz, 1 H) 7.54 (dd, J=9.0, 1.9 Hz, 1 H).

후처리

  1. temperatureheated for 24 h
  2. extractionextracted with ethyl acetate

출처 및 근거

ORD 기록
ord-f708c29686704fed8787968856a63b7b
출처 데이터셋
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08318727B2

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