N,N-Dimethylbenzamide → 2-Furancarboxylic acid

HRID 1181172

Reaktionsgleichung

Reaktionsgleichung von HRID 1181172
P([O-])([O-])([O-])=[O:2].[K+].[K+].[K+].[O:9]1[CH:13]=[CH:12][CH:11]=[C:10]1[C:14]#[N:15].C(#N)C.[OH2:19].CN(C)[C:22](=[O:29])[C:23]1[CH:28]=[CH:27][CH:26]=CC=1>C(#N)C>[O:9]1[CH:13]=[CH:12][CH:11]=[C:10]1[C:14]([NH2:15])=[O:29].[O:19]1[CH:26]=[CH:27][CH:28]=[C:23]1[C:22]([OH:29])=[O:2]

Komponenten

7

Edukt 4

HCID 11916N,N-DimethylbenzamideHCID 62657Potassium Phosphate, TribasicHCID 692452-Furonitrile3×HCID 18373917Acetonitrile--water (1/1)

Produkt 2

HCID 69192-Furancarboxylic acidHCID 69108Furamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To a 15-mL polypropylene centrifuge tube was added 3.78 mL of 50 mM potassium phosphate buffer (pH 7.0), 1.0 mL of a suspension of 22.1 mg dry cell weight E. coli SW132 wet cells (prepared as described in Example 10) in 50 mM potassium phosphate buffer (pH 7.0), and 0.2381 g of 2-furancarbonitrile. The final concentration of 2-furancarbonitrile was 0.506 M. The reaction mixture was mixed on a rotating platform at 23° C. After 30 min, 7.50 mL of 95:5 acetonitrile/water containing 0.30 M N,N-dimethylbenzamide (HPLC external standard) was added to the reaction, the resulting mixture centrifuged, and a 0.100 mL of the supernatant mixed with 0.900 mL of acetonitrile and analyzed by HPLC. The conversion of 2-furancarbonitrile was 100%, and the yields of 2-furancarboxamide and 2-furancarboxylic acid were 99% and 0%, respectively.

Aufarbeitung

  1. customdry cell weight E
  2. customwet cells (prepared as described in Example 10) in 50 mM potassium phosphate buffer (pH 7.0)
  3. additionThe reaction mixture was mixed on a rotating platform at 23° C

Quellen und Nachweise

ORD-Eintrag
ord-30fe78b10a744eb392edcd4d04cf9244
Quelldatensatz
uspto-grants-2007_10
Patentnummer
US07285406B2

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