(+-)-Methionine → 3'-Hydroxy-[1,1'-biphenyl]-3-carboxylic acid

HRID 377311

Reaktionsgleichung

Reaktionsgleichung von HRID 377311
C[O:2][C:3]1[CH:4]=[C:5]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([C:15]([OH:17])=[O:16])[CH:10]=2)[CH:6]=[CH:7][CH:8]=1.NC(C(O)=O)CCSC>CS(O)(=O)=O.O>[OH:2][C:3]1[CH:4]=[C:5]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([C:15]([OH:17])=[O:16])[CH:10]=2)[CH:6]=[CH:7][CH:8]=1

Komponenten

5

Edukt 2

HCID 876(+-)-MethionineHCID 27595503'-Methoxy-biphenyl-3-carboxylic acid

Produkt 1

HCID 27593013'-Hydroxy-[1,1'-biphenyl]-3-carboxylic acidAusbeute 93,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6395Methanesulfonic AcidLösungsmittel

Versuchsvorschrift

A suspension of 3'-methoxy-3-biphenylcarboxylic acid (4.1 g) and DL-methionine (26.7 g) in methanesulfonic acid (116 ml) was stirred at room temperature for 22 hours, diluted with water, and extracted three times with diethyl ether. The extracts were combined, washed with brine, dried over magnesium sulfate, and evaporated in vacuo. The residue was crystallized from n-hexane to afford 3'-hydroxy-3-biphenylcarboxylic acid (3.59 g) as a colorless powder.

Aufarbeitung

  1. extractionextracted three times with diethyl ether
  2. washwashed with brine
  3. dry with materialdried over magnesium sulfate
  4. customevaporated in vacuo
  5. customThe residue was crystallized from n-hexane

Quellen und Nachweise

ORD-Eintrag
ord-912e2197e69c4bb7a28b8e9c6f6a6ac3
Quelldatensatz
uspto-grants-2000_02
Patentnummer
US06025375

Verknüpfte Notizen

Wird geladen…