2-Chlorophenol → 4-(2-Chlorophenoxy)butanoic acid

HRID 14598

Reaktionsgleichung

Reaktionsgleichung von HRID 14598
[Na].[Cl:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[OH:9].[O:10]1[CH2:14][CH2:13][CH2:12][C:11]1=[O:15]>C(O)C>[Cl:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[O:9][CH2:14][CH2:13][CH2:12][C:11]([OH:15])=[O:10]

Komponenten

5

Edukt 3

HCID 72452-ChlorophenolHCID 7302Gamma-ButyrolactoneHCID 5360545Sodium

Produkt 1

HCID 30143434-(2-Chlorophenoxy)butanoic acidAusbeute 80,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel2×

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

To a solution of sodium (405 mg, 1.08 mmol) in ethanol (11.1 mL) was added 2-chlorophenol and the reaction mixture was stirred for 5 minutes before adding dihydro-furan-2-one (1.4 g, 16.1 mmol). The reaction mixture was stirred for 5 hours at 100° C. after which time the ethanol was slowly evaporated by continuous heating to 150° C. for another 12 hours. After such time the residue was dissolved in water (7 mL) and aqueous hydrochloric acid (1N) was added until precipitation occurred. The precipitate was isolated by filtration, washed with water and dried in vacuo to yield the title compound as yellow solid (2.79 g, 80.4%).

Aufarbeitung

  1. customwas slowly evaporated
  2. dissolutionAfter such time the residue was dissolved in water (7 mL)
  3. additionaqueous hydrochloric acid (1N) was added until precipitation
  4. customThe precipitate was isolated by filtration
  5. washwashed with water
  6. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-cc003b4b1f0546ffbf7061ce23672dbe
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07732452B2

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