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Potassium Hydroxide → 2-(2-Bromo-4-nitrophenyl)acetic acid

HRID 2173391
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HRID 2173391 반응식
[Br:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[CH:11](C(OCC)=O)[C:12]([O:14]CC)=[O:13].[OH-].[K+]>CO.O>[Br:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[CH2:11][C:12]([OH:14])=[O:13]
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참가 물질

5

반응물 2

HCID 14797Potassium HydroxideHCID 86693027HCID 86693027, 화합물

생성물 1

HCID 124043882-(2-Bromo-4-nitrophenyl)acetic acid

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

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온도
70 °C

실험 절차

A solution of diethyl (2-bromo-4-nitrophenyl)propanedioate (5.6 g, 17 mmol) in 120 mL of methanol and 100 mL of water was added KOH (2.8 g, 50 mmol), and the mixture was heated to 70° C. for 3.5 hours. The reaction was cooled to ambient temperature, distilled off methanol under reduce pressure and adjusted pH to 2 with conc. HCl. Extracted with EtOAc and the organic layers were washed with water, brine and dried over anhydrous sodium sulfate, concentrated to get (2-bromo-4-nitrophenyl)acetic acid. 1H-NMR (300 MHz, CDCl3) δ ppm 8.39 (s, 1H), 8.07˜8.11 (m, 1H), 7.43 (d, J=8.3 Hz, 1H), 3.88 (s, 2H).

후처리

  1. temperatureThe reaction was cooled to ambient temperature
  2. distillationdistilled off methanol
  3. extractionExtracted with EtOAc
  4. washthe organic layers were washed with water, brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-9989f54755a64b23bd8b3a32cf3c1a28
출처 데이터셋
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09056859B2

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