Hydrochloric Acid → 4-{[(Benzyloxy)carbonyl]amino}-2-hydroxybenzoic acid

HRID 733503

Reaktionsgleichung

Reaktionsgleichung von HRID 733503
[Na].[NH2:2][C:3]1[CH:4]=[C:5]([OH:12])[C:6](=[CH:10][CH:11]=1)[C:7]([O-:9])=[O:8].Cl[C:14]([O:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:15].Cl>[OH-].[Na+]>[CH2:17]([O:16][C:14]([NH:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[C:5]([OH:12])[CH:4]=1)=[O:15])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 10387Benzyl chloroformateHCID 178507646HCID 178507646, Verbindung

Produkt 1

HCID 2460304-{[(Benzyloxy)carbonyl]amino}-2-hydroxybenzoic acidAusbeute 69,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

To a solution of sodium-p-aminosalicylate (100 g, 0.65 mol) in 10% aqueous NaOH solution (1 L) was added a 50% wt solution of benzyl chloroformate (670 g, 1.96 mol in toluene) at 0° C. and stirred at rt for 48 h. The reaction mixture was cooled and acidified with a 10% aqueous HCl at 0° C. The solid obtained was filtered and washed with cold water and dried. The solid was treated with PetEther and filtered to give the title compound (129 g, 68%) used in the next steps without further purification.

Aufarbeitung

  1. temperatureThe reaction mixture was cooled
  2. customThe solid obtained
  3. filtrationwas filtered
  4. washwashed with cold water
  5. customdried
  6. additionThe solid was treated with PetEther
  7. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-8781117e63c04513a618de00140ecccb
Quelldatensatz
uspto-grants-2009_09
Patentnummer
US07589232B2

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