Hydrochloric Acid → Methyl 4-(2-aminoethoxy)benzoate

HRID 583674

Reaktionsgleichung

Reaktionsgleichung von HRID 583674
C1(=O)[N:5]([CH2:6][CH2:7][O:8][C:9]2[CH:18]=[CH:17][C:12]([C:13]([O:15][CH3:16])=[O:14])=[CH:11][CH:10]=2)C(=O)C2=CC=CC=C12.NN.Cl>CO>[NH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:18]=[CH:17][C:12]([C:13]([O:15][CH3:16])=[O:14])=[CH:11][CH:10]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 9321HydrazineHCID 7679064Methyl 4-(2-(1,3-dioxoisoindolin-2-yl)ethoxy)benzoate

Produkt 1

HCID 14097616Methyl 4-(2-aminoethoxy)benzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel2×

Versuchsvorschrift

19-2 (1.59 g, 4.89 mmol) was suspended in 25 mL MeOH. Upon addition of hydrazine (2.0 mL, 64 mmol) the reaction became homogeneous. After 20 h a heavy precipitate had formed. The pH was adjusted to 1 by addition of 6N HCl, MeOH evaporated, and the solid suspended in 1N HCl. After filtering through Celite, the filtrate was washed with CH2Cl2, the pH was adjusted to 12 with 6N NaOH. The aqueous layer was extracted with fresh CH2Cl2. This organic phase was dried (Na2SO4) and concentrated providing 19-3 as a white solid.

Aufarbeitung

  1. customAfter 20 h a heavy precipitate had formed
  2. customevaporated
  3. filtrationAfter filtering through Celite
  4. washthe filtrate was washed with CH2Cl2
  5. extractionThe aqueous layer was extracted with fresh CH2Cl2
  6. dry with materialThis organic phase was dried (Na2SO4)
  7. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-ec48a48efae34717823a739ab5194fd2
Quelldatensatz
uspto-grants-1999_07
Patentnummer
US05929120

Verknüpfte Notizen

Wird geladen…