Hydrochloric Acid → Phosphonic acid, (p-acetamidophenyl)-

HRID 1451058Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1451058
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([P:8](=[O:11])([OH:10])[OH:9])=[CH:4][CH:3]=1.C(=O)(O)[O-].[Na+].[C:17](OC(=O)C)(=[O:19])[CH3:18].Cl>O>[C:17]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([P:8](=[O:10])([OH:9])[OH:11])=[CH:4][CH:3]=1)(=[O:19])[CH3:18]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 7918Acetic Anhydride2×HCID 53590P-(4-Aminophenyl)phosphonic acidHCID 516892Sodium Bicarbonate

Produkt 1

HCID 155214Phosphonic acid, (p-acetamidophenyl)-Ausbeute 38,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To a suspension of (4-aminophenyl)phosphonic acid (Aldrich, 0.00058 mol) in water (1.5 mL) was added sufficient sodium bicarbonate to make a clear solution. To the mixture, acetic anhydride (0.2 mL, 0.002 mol) was added and stirred for 0.5 h. Again, acetic anhydride (0.2 mL, 0.002 mol) was added and stirred for 0.5 h. The mixture was let stand at room temperature for 2 h and then concentrated hydrochloric acid (0.5 mL) was added. Fine white needles separated out which were collected by filtration, washed with water and dried to give 0.048 g (38.5%) of the title compound, mp 228° C. (rep. mp 229° C.--Bauer, H. J. Am. Chem. Soc. 1947, 63, 2137-2138).

Aufarbeitung

  1. stirringstirred for 0.5 h
  2. customat room temperature
  3. customfor 2 h
  4. customFine white needles separated out which
  5. filtrationwere collected by filtration
  6. washwashed with water
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-c569f7cd0cf84707af9a61fa029e1fb9
Quelldatensatz
uspto-grants-1997_02
Patentnummer
US05602277

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