Lithium Chloride → [1,1'-Biphenyl]-3-propanoic acid, methyl ester

HRID 1381463Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1381463
[CH3:1][O:2][C:3](=[O:22])[CH:4]([CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:11]=1)C(OC)=O.[Cl-].[Li+]>O.CS(C)=O>[C:16]1([C:12]2[CH:11]=[C:10]([CH2:9][CH2:4][C:3]([O:2][CH3:1])=[O:22])[CH:15]=[CH:14][CH:13]=2)[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

Komponenten

5

Edukt 2

HCID 433294Lithium ChlorideHCID 21275952Dimethyl (m-phenylbenzyl)malonate

Produkt 1

HCID 10466820[1,1'-Biphenyl]-3-propanoic acid, methyl esterAusbeute 81 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 679Dimethyl SulfoxideLösungsmittelHCID 962WaterLösungsmittel2×

Reaktionsbedingungen

Temperatur
165 °C

Versuchsvorschrift

A mixture of dimethyl(m-phenylbenzyl)malonate (1.00 g) and lithium chloride (0.285 g) in water (0.12 ml) and dimethylsulphoxide (8.5 ml) was heated at 165° C. for 3 hours then allowed to cool, poured into water and extracted with ether. The extracts were washed with water, dried, concentrated, and chromatographed using 10% ether in petrol as eluant to give methyl 3-(m-phenylphenyl)-propanoate (0.65 g, 81%) as a colourless oil which solidified on standing, melting point 29°-30° C.

Aufarbeitung

  1. temperatureto cool
  2. extractionextracted with ether
  3. washThe extracts were washed with water
  4. customdried
  5. concentrationconcentrated
  6. customchromatographed

Quellen und Nachweise

ORD-Eintrag
ord-382062fe7d91464399b9f6a6144bde7b
Quelldatensatz
uspto-grants-1989_02
Patentnummer
US04802913

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