1,1'-(Diazomethylene)bis(benzene) → Diphenylmethyl 2-formyl-5-methoxybenzoate

HRID 53966

Reaktionsgleichung

Reaktionsgleichung von HRID 53966
[CH:1]([C:3]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[CH:8][C:4]=1[C:5]([OH:7])=[O:6])=[O:2].C1C=CC=CC=1.CCCCCC.[C:26]1([C:32]([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)=[N+]=[N-])[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>C(Cl)(Cl)Cl>[CH:1]([C:3]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[CH:8][C:4]=1[C:5]([O:7][CH:32]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)=[O:6])=[O:2]

Komponenten

5

Edukt 3

HCID 612301,1'-(Diazomethylene)bis(benzene)HCID 110624Benzene hexaneHCID 71762052-Formyl-5-methoxybenzoic acid

Produkt 1

HCID 21844232Diphenylmethyl 2-formyl-5-methoxybenzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

4.87 g of 2-formyl-5-methoxybenzoic acid was dissolved in 30 ml of chloroform. With stirring at room temperature, a benzene/n-hexane (1:1) mixture solution of diphenyldiazomethane prepared in accordance with the procedure disclosed in Journal of the Chemical Society (Parkin I, pp. 2030-2033, 1975) was added to the above solution until the reaction solution showed a purplish red color. The resulting reaction solution was subjected to purification by silica gel column chromatography using a toluene/ethyl acetate mixture as an eluant to obtain 8.2 g of diphenylmethyl 2-formyl-5-methoxybenzoate as a viscous oil.

Aufarbeitung

  1. addition2030-2033, 1975) was added to the above solution until the reaction solution
  2. customThe resulting reaction solution
  3. customwas subjected to purification by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-deb076b4fb71405c8dd6b26f5d3f571a
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05620991

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