Hydrochloric Acid → 2-[(2-Oxotetrahydro-3-furanyl)sulfanyl]benzoic acid

HRID 1659544

Reaktionsgleichung

Reaktionsgleichung von HRID 1659544
[C:1]([OH:10])(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[SH:4].C(=O)([O-])[O-].[Na+].[Na+].Br[CH:18]1[CH2:23][CH2:22][O:21][C:19]1=[O:20].Cl>O>[C:1]([C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[S:4][CH:18]1[CH2:23][CH2:22][O:21][C:19]1=[O:20])([OH:10])=[O:9]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 54432-Mercaptobenzoic AcidHCID 10340Sodium CarbonateHCID 954632(3H)-Furanone, 3-bromodihydro-

Produkt 1

HCID 136222762-[(2-Oxotetrahydro-3-furanyl)sulfanyl]benzoic acidAusbeute 84,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

In 250 ml of water are dissolved 25 g of thiosalicylic acid and 60 g of sodium carbonate. Then, under ice-cooling, 38 g of α-bromo-γ-butyrolactone is added dropwise. The mixture is stirred at room temperature for 3 hours. The reaction mixture is made acidic with dilute hydrochloric acid and the resultant precipitate is recovered by filtration, rinsed with water and recrystallized from ethanol. By the above procedure there is obtained 32.5 g of α-[(2-carboxyphenyl)thio]-γ-butyrolactone as colorless prisms melting at 180°-182° C.

Aufarbeitung

  1. temperatureThen, under ice-cooling
  2. filtrationthe resultant precipitate is recovered by filtration
  3. washrinsed with water
  4. customrecrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-7de1dec7d360495e8718f7b62c4fa06e
Quelldatensatz
uspto-grants-1981_12
Patentnummer
US04304784

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