Hydrochloric Acid → 2-Methoxy-5-methylsulfonamidobenzoic Acid

HRID 637193Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 637193
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:10]([NH:13][S:14]([CH3:17])(=[O:16])=[O:15])=[CH:9][C:4]=1[C:5]([O:7]C)=[O:6].[OH-].[Li+].Cl>O1CCCC1.O>[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:10]([NH:13][S:14]([CH3:17])(=[O:16])=[O:15])=[CH:9][C:4]=1[C:5]([OH:7])=[O:6]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 3939Lithium Hydroxide2×HCID 12848748HCID 12848748, Verbindung

Produkt 1

HCID 128487462-Methoxy-5-methylsulfonamidobenzoic Acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21881883Oxolane--water (1/1)Lösungsmittel

Versuchsvorschrift

Combine methyl 2-methoxy-5-methylsulfonamidobenzoate (1.0 g, 3.86 mmol) and lithium hydroxide (93 mg, 3.86 mmol) in tetrahydrofuran/water (50 mL/10 mL). After 18 hours, add lithium hydroxide (100 mg) and heat to reflux. After 1 hour, cool to ambient temperature and evaporate to remove most of the tetrahydrofuran. Dilute the evaporated reaction mixture with water (about 70 mL) and acidify to pH of about 1 using a 1 M aqueous hydrochloric acid solution. Evaporate to dryness and triturate with dichloromethane (200 mL). Filter and evaporate the filtrate to give the title compound: mp; 160-163° C.

Aufarbeitung

  1. temperatureheat to reflux
  2. waitAfter 1 hour
  3. customevaporate
  4. customto remove most of the tetrahydrofuran
  5. additionDilute
  6. customthe evaporated reaction mixture with water (about 70 mL)
  7. customEvaporate to dryness
  8. customtriturate with dichloromethane (200 mL)
  9. filtrationFilter
  10. customevaporate the filtrate

Quellen und Nachweise

ORD-Eintrag
ord-73786a0e8ca1432ca8f0ee2cf7bb7f07
Quelldatensatz
uspto-grants-2001_02
Patentnummer
US06194406B1

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