Water → Methyl 3-hydroxy-5-nitrobenzoate

HRID 431384Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 431384
[OH:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([N+:11]([O-:13])=[O:12])[CH:10]=1)[C:5]([OH:7])=[O:6].S(=O)(=O)(O)O.[C:19]([O-])([O-])=O.[Na+].[Na+].O>CO>[OH:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([N+:11]([O-:13])=[O:12])[CH:10]=1)[C:5]([O:7][CH3:19])=[O:6]

Komponenten

6

Edukt 4

HCID 962WaterHCID 1118Sulfuric AcidHCID 10340Sodium CarbonateHCID 8203933-Hydroxy-5-nitrobenzoic acid

Produkt 1

HCID 239344Methyl 3-hydroxy-5-nitrobenzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of 3-hydroxy-5-nitrobenzoic acid (2.00 g, 11 mmol) and concentrated sulfuric acid (0.5 mL) in MeOH (15 mL) was refluxed overnight, cooled to room temperature, and poured into mixture of Na2CO3 (saturated solution, 25 mL), water (150 mL), and ice (50 g). Resulting precipitate was filtered, washed with water (3×30 mL), and air-dried. Yellow microcrystals, yield 1.37 g (63%). 1H NMR (DMSO-d6, 400 MHz), δ: 10.94 (s, 1H); 8.09 (s, 1H); 7.78 (s, 1H); 7.71 (s, 1H); 3.90 (s, 3H).

Aufarbeitung

  1. customResulting precipitate
  2. filtrationwas filtered
  3. washwashed with water (3×30 mL)
  4. customair-dried

Quellen und Nachweise

ORD-Eintrag
ord-f874f77347bf42398aa8eee6aedda577
Quelldatensatz
uspto-grants-2003_12
Patentnummer
US06656971B2

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