Sodium Chloride → HCID 13174771, Verbindung

HRID 2109355Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2109355
[C:1]1([CH:7]([O:14][C:15]([CH:17]2[N:21]3[C:22](=[O:26])[C:23](Br)(Br)[C@H:20]3[S:19](=[O:27])[C:18]2([CH3:29])[CH3:28])=[O:16])[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Bi].[Cl-].[Na+].[Al]>ClCCl.CO>[C:1]1([CH:7]([O:14][C:15]([CH:17]2[N:21]3[C:22](=[O:26])[CH2:23][C@H:20]3[S:19](=[O:27])[C:18]2([CH3:29])[CH3:28])=[O:16])[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

7

Edukt 4

HCID 5234Sodium ChlorideHCID 5359268AluminumHCID 5359367BismuthHCID 14096412HCID 14096412, Verbindung3×

Produkt 1

HCID 13174771HCID 13174771, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
22.5 °C

Versuchsvorschrift

A 86.6 g quantity of 6,6-dibromo-2,2-dimethylpenam-3-carboxylic acid 1-oxide diphenylmethyl ester (Compound 1) [compound of the formula (1) wherein X═Y═Br, R=diphenylmethyl, n=1] was dissolved in 300 mL of dichloromethane. To the solution was added 36 mL of methanol with stirring and then added a suspension of 1.05 g of metal bismuth in 112 mL of 20% aqueous solution of sodium chloride. While maintaining at 20 to 25° C., to the mixture was added 10 g of aluminum powder, each 1 g, at intervals of 10 minutes, thereafter the mixture was refluxed with heating. After 23.5 hours, the reaction mixture was cooled to room temperature, an organic layer was separated and washed with diluted hydrochloric acid and 5% aqueous solution of sodium chloride. The organic layer was concentrated to give 2,2-dimethylpenam-3-carboxylic acid 1-oxide diphenylmethyl ester (Compound 2) [compound of the formula (2) wherein R=diphenylmethyl, n=1].

Aufarbeitung

  1. additionadded
  2. temperatureeach 1 g, at intervals of 10 minutes, thereafter the mixture was refluxed
  3. temperaturewith heating
  4. temperaturethe reaction mixture was cooled to room temperature
  5. customan organic layer was separated
  6. washwashed with diluted hydrochloric acid and 5% aqueous solution of sodium chloride
  7. concentrationThe organic layer was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-34e8bbf76a3d4992877a8265a3b2797f
Quelldatensatz
uspto-grants-2009_04
Patentnummer
US07514553B2

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