Dimethyl malate → 2-(2-Fluorobenzyloxy)-butane-1,4-dicarboxylic acid dimethyl ester

HRID 614697

Reaktionsgleichung

Reaktionsgleichung von HRID 614697
[CH3:1][O:2][C:3](=O)[CH:4]([CH2:6][C:7]([O:9][CH3:10])=[O:8])O.[F:12][C:13]1[CH:20]=[CH:19][CH:18]=[CH:17][C:14]=1CBr>[Ag]=O.CCOCC>[CH3:10][O:9][C:7]([CH2:6][CH:3]([O:2][CH2:1][C:20]1[CH:19]=[CH:18][CH:17]=[CH:14][C:13]=1[F:12])[CH2:4][CH2:6][C:7]([O:9][CH3:10])=[O:8])=[O:8]

Komponenten

5

Edukt 2

HCID 12674Dimethyl malateHCID 67968alpha-Bromo-o-fluorotoluene

Produkt 1

HCID 538170452-(2-Fluorobenzyloxy)-butane-1,4-dicarboxylic acid dimethyl esterAusbeute 131,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 92152Silver(II) oxideKatalysatorHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

46.4 g (0.2 mol) of silver oxide were added in portions, with constant stirring, to a mixture of 16.2 g (0.1 mol) of malic acid dimethyl ester and 57 g (0.30 mol) of 2-fluorobenzyl bromide. An exothermic reaction started slowly, and the temperature rose to 80° C. After cooling, 200 ml of ether were added, the solid was filtered off, the filtrate was concentrated and the residue was distilled at 180° C. in a waterpump vacuum. 19.6 g (72.6% of theory) of 2-(2-fluorobenzyloxy)-butane-1,4-dicarboxylic acid dimethyl ester were obtained.

Aufarbeitung

  1. customAn exothermic reaction
  2. customrose to 80° C
  3. temperatureAfter cooling
  4. filtrationthe solid was filtered off
  5. concentrationthe filtrate was concentrated
  6. distillationthe residue was distilled at 180° C. in a waterpump vacuum

Quellen und Nachweise

ORD-Eintrag
ord-ea16179e746c48efbbe5562a88865ebe
Quelldatensatz
uspto-grants-1979_03
Patentnummer
US04146384

Verknüpfte Notizen

Wird geladen…