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Sodium Hydroxide → 2-Bromo-3-methyl-5-nitrobenzoic acid

HRID 2216202
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HRID 2216202 반응식
C[O:2][C:3](=[O:15])[C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[CH:7]=[C:6]([CH3:13])[C:5]=1[Br:14].[OH-].[Na+]>C(O)C>[Br:14][C:5]1[C:6]([CH3:13])=[CH:7][C:8]([N+:10]([O-:12])=[O:11])=[CH:9][C:4]=1[C:3]([OH:15])=[O:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 23433653Methyl 2-bromo-3-methyl-5-nitrobenzoate

생성물 1

HCID 214691872-Bromo-3-methyl-5-nitrobenzoic acid수율 94.1%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of 2-bromo-3-methyl-5-nitro-benzoic acid methyl ester ((Example 295: step d) 5.04 g) in ethanol (50 mL) was added a solution of aq NaOH (4M, 1.62 g, 40.5 mmol) and stirred at ambient temperature for 16 h. The resulting red colored solution was concentrated to dryness, dissolved in a minimum amount of H2O, and acidified with 1 N HCl to pH 3–4. The solid was filtered, washed with H2O (3×50 mL) dried under high vacuum to afford the title compound (4.5 g, 94% yield) as a pale yellow solid. 1H NMR (DMSO) δ 8.36–8.35 (m, 1H), 8.24–8.23 (m, 1H), 2.53 (s, 3H).

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후처리

  1. concentrationThe resulting red colored solution was concentrated to dryness
  2. dissolutiondissolved in a minimum amount of H2O
  3. filtrationThe solid was filtered
  4. washwashed with H2O (3×50 mL)
  5. customdried under high vacuum

출처 및 근거

ORD 기록
ord-01cf4ce6fc154106b6eea436fe446884
출처 데이터셋
uspto-grants-2006_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07109354B2

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