Boron trifluoride etherate → HCID 178467437, Verbindung

HRID 1390308Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1390308
[Cl:1][C:2]1[C:3](C(OCC)=O)=[N:4][CH:5]=[N:6][CH:7]=1.ClC1[C:15]([C:20]([OH:22])=O)=NC=NC=1.B(F)(F)F.C[CH2:28][O:29]CC.C(=O)(O)[O-].[Na+]>C(Cl)Cl.C(O)C>[Cl:1][C:2]1[C:3]([O:22][CH2:20][CH3:15])=[N:4][C:5](=[C:28]=[O:29])[NH:6][CH:7]=1

Komponenten

7

Edukt 4

HCID 8000Boron trifluoride etherateHCID 516892Sodium Bicarbonate2×HCID 200293965-Chloropyrimidine-4-carboxylic acidHCID 21329182Ethyl 5-chloropyrimidine-4-carboxylate

Produkt 1

HCID 178467437HCID 178467437, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

5-Chloro-4-ethoxycarbonylpyrimidine can be prepared by treating 5-chloro-4-carboxypyrimidine (40 g) with ethanol (400 cc) and boron trifluoride etherate (80 cc). After heating for 24 hours under reflux, the volatile materials are eliminated and then methylene chloride (250 cc) is added. An 8% (w/v) aqueous sodium bicarbonate solution (100 cc) is added and then the pH is adjusted to 6 by the addition of sodium bicarbonate powder. A further extraction is carried out with methylene chloride (300 cc). The solvent is evaporated off and then the residue distilled. 5-Chloro-4-ethoxy-carbonylpyrimidine (23 g), b.p. 132°-133° C./33 mm Hg, is obtained.

Aufarbeitung

  1. temperatureAfter heating for 24 hours
  2. temperatureunder reflux
  3. extractionA further extraction
  4. customThe solvent is evaporated off
  5. distillationthe residue distilled

Quellen und Nachweise

ORD-Eintrag
ord-0ac7c64a8a164223beb0a6a87a27de1a
Quelldatensatz
uspto-grants-1979_02
Patentnummer
US04138487

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