Hydrochloric Acid → Monomethyl terephthalate

HRID 1282412

Reaktionsgleichung

Reaktionsgleichung von HRID 1282412
C[O:2][C:3](=[O:12])[C:4]1C=CC(C#N)=[CH:6][CH:5]=1.[O-]P(OP([O-])([O-])=O)(=O)[O-].[K+].[K+].[K+].[K+].[CH3:26][O:27][C:28](=[O:34])[CH2:29][CH2:30][C:31](O)=O.Cl>P([O-])([O-])([O-])=O.[K+].[K+].[K+].CO.C(#N)C>[CH3:26][O:27][C:28]([C:29]1[CH:6]=[CH:5][C:4]([C:3]([OH:12])=[O:2])=[CH:31][CH:30]=1)=[O:34]

Komponenten

8

Edukt 4

HCID 313Hydrochloric AcidHCID 23740Potassium pyrophosphateHCID 70791Methyl 4-cyanobenzoateHCID 77487monoMethyl succinate

Produkt 1

HCID 15513Monomethyl terephthalate

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 887MethanolLösungsmittelHCID 6342AcetonitrileLösungsmittelHCID 62657Potassium Phosphate, TribasicLösungsmittel

Versuchsvorschrift

Into a 20-mL glass vial equipped with stirring bar was added 0.0252 g (0.155 mmol, 0.052 M) of 4-cyanobenzoic acid methyl ester, 2.67 mL of potassium pyrophosphate buffer (20 mM, pH 7.0), and 0.30 mL of a 50 wt % cell suspension (0.155 g wet cell weight, 37.3 mg dry cell weight) of Acidovorax facilis 72W (ATCC 55746) cells in 0.35 M potassium phosphate buffer (pH 7.0, previously heat-treated at 50° C. for 20 min ), and the resulting 3 mL suspension stirred at 25° C. After 25.5 h, the pH of the reaction mixture was adjusted to between 1.5 and 2.0 with 6.0 N HCl, then 9.0 mL of a mixture of acetonitrile (44% v/v) and methanol (56% v/v) was added and the resulting mixture filtered and analyzed by gas chromatography. The conversion of 4-cyanobenzoic acid methyl ester was complete, and the yield (determined by GC) of 1,4-benzenedicarboxylic acid monomethyl ester was 94%, with no production of 4-cyanobenzoic acid.

Aufarbeitung

  1. additionwas added
  2. stirringstirred at 25° C
  3. filtrationthe resulting mixture filtered

Quellen und Nachweise

ORD-Eintrag
ord-cc71ad23d65045bfb299d65254920cf8
Quelldatensatz
uspto-grants-2002_09
Patentnummer
US06455730B1

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