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Methanol → 3-Methyl-4'-nitrobiphenyl-4-carboxylic acid

HRID 2356826
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HRID 2356826 반응식
[CH3:1][C:2]1[CH:3]=[C:4]([C:12]2[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=2)[CH:5]=[CH:6][C:7]=1[C:8]([O:10]C)=[O:9].CO.O.[OH-].[Na+]>C1COCC1>[CH3:1][C:2]1[CH:3]=[C:4]([C:12]2[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=2)[CH:5]=[CH:6][C:7]=1[C:8]([OH:10])=[O:9]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 887MethanolHCID 962WaterHCID 14798Sodium HydroxideHCID 59385226Methyl 3-methyl-4'-nitrobiphenyl-4-carboxylate

생성물 1

HCID 593852883-Methyl-4'-nitrobiphenyl-4-carboxylic acid수율 94%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
50 °C

실험 절차

Methyl 3-methyl-4′-nitrobiphenyl-4-carboxylate (0.70 g, 2.1 mmol) was suspended in THF (5 mL), MeOH (5 mL) and water (2.5 mL), and NaOH (0.41 g, 10.3 mmol) was added. The reaction mixture was heated at 50° C. for 3 h. Upon cooling to rt, the reaction mixture was concentrated in vacuo and purified by reversed-phase HPLC to give 0.498 g (94%) of the title compound. 1H NMR (400 MHz, DMSO-d6) δ 2.62 (s, 3H), 7.62-7.68 (m, 2H), 7.91-8.05 (m 3H), 7.18 (t, 1H), 8.31 (d, 1H).

후처리

  1. temperatureUpon cooling to rt
  2. concentrationthe reaction mixture was concentrated in vacuo
  3. custompurified by reversed-phase HPLC

출처 및 근거

ORD 기록
ord-77483ebdeec74dcaa8a287ad1ee30b8c
출처 데이터셋
uspto-grants-2010_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07759376B2

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