Protocatechuic Acid → Benzhydryl protocatechuate

HRID 359912

Reaktionsgleichung

Reaktionsgleichung von HRID 359912
[C:1]([OH:11])(=[O:10])[C:2]1[CH:9]=[CH:8][C:6]([OH:7])=[C:4]([OH:5])[CH:3]=1.[C:12]1([C:18]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[N+]=[N-])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>C(OCC)(=O)C>[C:1]([O:11][CH:18]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)(=[O:10])[C:2]1[CH:9]=[CH:8][C:6]([OH:7])=[C:4]([OH:5])[CH:3]=1

Komponenten

4

Edukt 2

HCID 72Protocatechuic AcidHCID 612301,1'-(Diazomethylene)bis(benzene)2×

Produkt 1

HCID 20064320Benzhydryl protocatechuateAusbeute 55,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

Ethyl acetate (2.5 ml) was mixed with 50.0 mg of protocatechuic acid and 63.0 mg of diphenyldiazomethane to form a solution. The solution was left over at room temperature for 2 hours. Diphenyldiazomethane (25.8 mg) was added further and the resultant mixture was left over at room temperature for 2 hours. The pale reddish purple-colored reaction solution was concentrated under reduced pressure, and the colorless residue obtained was purified by chromatography on a silica gel column {developer: chloroform - chloroform-methanol (30:1)} to obtain 58.1 mg of the titled compound as a colorless syrup. EIMS: m/z 320 (M+).

Aufarbeitung

  1. customto form a solution
  2. concentrationThe pale reddish purple-colored reaction solution was concentrated under reduced pressure
  3. customthe colorless residue obtained
  4. customwas purified by chromatography on a silica gel column {developer

Quellen und Nachweise

ORD-Eintrag
ord-cb34b8eff5a74ceabbecd679b18e1036
Quelldatensatz
uspto-grants-1991_03
Patentnummer
US05003055

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