Lithium hydroxide, monohydrate → 2-(Phenylamino)terephthalic acid

HRID 970315

Reaktionsgleichung

Reaktionsgleichung von HRID 970315
C[O:2][C:3](=[O:21])[C:4]1[CH:13]=[C:12]([NH:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:7]([C:8]([O:10]C)=[O:9])=[CH:6][CH:5]=1.O.[OH-].[Li+]>CO.C1COCC1.O>[C:15]1([NH:14][C:12]2[C:7]([C:8]([OH:10])=[O:9])=[CH:6][CH:5]=[C:4]([CH:13]=2)[C:3]([OH:21])=[O:2])[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Komponenten

6

Edukt 2

HCID 168937Lithium hydroxide, monohydrateHCID 16748523Dimethyl 2-anilinobenzene-1,4-dicarboxylate

Produkt 1

HCID 114482562-(Phenylamino)terephthalic acidAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A mixture of compound 1A (4.56 g, 16.0 mmol) and lithium hydroxide monohydrate (2.0 g, 48.0 mmol) in MeOH (32 mL), THF (32 mL) and water (16 mL) was heated to reflux for 0.5 h. HPLC indicated that the reaction was complete. The organic solvents were removed under reduced pressure, and the aqueous residue was diluted with water. The pH was adjusted to 3.0 with 6N aqueous hydrochloric acid. The resulting precipitate was collected by vacuum filtration, rinsed with water and dried under reduced pressure to provide 3.95 g (96%) of 1B as a bright yellow solid. HPLC retention time=2.75 min. (Condition A) and LC/MS M++1=258+.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureto reflux for 0.5 h
  3. customThe organic solvents were removed under reduced pressure
  4. additionthe aqueous residue was diluted with water
  5. filtrationThe resulting precipitate was collected by vacuum filtration
  6. washrinsed with water
  7. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-99b5d171484642b2acb4db020969c60d
Quelldatensatz
uspto-grants-2007_12
Patentnummer
US07312209B2

Verknüpfte Notizen

Wird geladen…