Acetone → 2-Hydroxyisobutyric acid

HRID 1370160

Reaktionsgleichung

Reaktionsgleichung von HRID 1370160
[CH3:1][C:2]([CH3:6])([OH:5])[C:3]#[N:4].C(O)(=[O:10])CC.CC(C)=O.[OH:16][C:17]([CH3:22])([CH3:21])[C:18]([OH:20])=[O:19]>P([O-])([O-])([O-])=O.[K+].[K+].[K+]>[OH:16][C:17]([CH3:22])([CH3:21])[C:18]([OH:20])=[O:19].[OH:5][C:2]([CH3:6])([CH3:1])[C:3]([NH2:4])=[O:10]

Komponenten

7

Edukt 4

HCID 180Acetone2×HCID 1032Propionic AcidHCID 6406Acetone Cyanohydrin3×HCID 116712-Hydroxyisobutyric acid

Produkt 2

HCID 116712-Hydroxyisobutyric acidHCID 83059Propanamide, 2-hydroxy-2-methyl-

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 62657Potassium Phosphate, TribasicLösungsmittel

Versuchsvorschrift

A suspension of 0.66 g (wet cell paste) E. coli transformant SS1001 (ATCC PTA-1177) in 5.29 mL of 50 mM potassium phosphate buffer (pH 6.0) was placed into a 15-mL polypropylene centrifuge tube, then 51.0 mg of acetone cyanohydrin (0.10 M final concentration of acetone cyanohydrin in the suspension) was added and the resulting suspension mixed on a rotating platform at 25° C. Samples for analysis (0.180 mL) were mixed with 0.020 mL of 1.0 M propionic acid (HPLC external standard), centrifuged, and the supernatant analyzed by HPLC for acetone cyanohydrin, acetone, and 2-hydroxyisobutyric acid. After 8 h, the yields of 2-hydroxyisobutyric acid, 2-hydroxyisobutyramide, and acetone were 23.0%, 0%, and 65.6%, respectively, with no acetone cyanohydrin remaining.

Aufarbeitung

  1. additionA suspension of 0.66 g (wet cell paste) E
  2. additionthe resulting suspension mixed on a rotating platform at 25° C

Quellen und Nachweise

ORD-Eintrag
ord-ed703e864b4f4bcebd9e519a6444ddbb
Quelldatensatz
uspto-grants-2003_06
Patentnummer
US06582943B1

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