Furan → 4-Chloro-1-(2-furyl)-1-butanol

HRID 66414

Reaktionsgleichung

Reaktionsgleichung von HRID 66414
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[Li].C([Li])CCC.[O:12]1[CH:16]=[CH:15][CH:14]=[CH:13]1.[Cl:17]CCCCCO.[Cl-].[NH4+]>CCOCC.CCCCCC>[Cl:17][CH2:16][CH2:15][CH2:14][CH:13]([C:2]1[O:1][CH:5]=[CH:4][CH:3]=1)[OH:12]

Komponenten

8

Edukt 5

HCID 8029FuranHCID 25517Ammonium ChlorideHCID 789155-Chloro-1-pentanolHCID 178418296HCID 178418296, VerbindungHCID 178418339Butyllithium

Produkt 1

HCID 202973764-Chloro-1-(2-furyl)-1-butanol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittel2×HCID 8058HexaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a stirred suspension of 2-furyllithium (prepared from n-butyllithium and furan by the procedure of J. Org. Chem., 27, 1216 (1962) in ether and hexane at -78° C is added a solution of 4-chlorobutanol [Chem. Abstr., 59, 7579F (1963)] in of ether The mixture is warmed to 0° C and treated with saturated ammonium chloride. The ether phase is washed with water and brine, dried over magnesium sulfate and potassium carbonate mixture, and concentrated to give a liquid.

Aufarbeitung

  1. washThe ether phase is washed with water and brine
  2. dry with materialdried over magnesium sulfate and potassium carbonate mixture
  3. concentrationconcentrated
  4. customto give a liquid

Quellen und Nachweise

ORD-Eintrag
ord-94f42a51057744bc9faf730c1b163bdc
Quelldatensatz
uspto-grants-1978_12
Patentnummer
US04131737

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