Potassium bisulfate → tert-Butyl (4-oxopentyl)carbamate

HRID 2289158Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2289158
[C:1]([O:5][C:6](=[O:17])[NH:7][CH2:8][CH2:9][CH2:10][C:11](=[O:16])N(OC)C)([CH3:4])([CH3:3])[CH3:2].[CH3:18][Mg]Br.OS([O-])(=O)=O.[K+]>C1COCC1>[C:1]([O:5][C:6](=[O:17])[NH:7][CH2:8][CH2:9][CH2:10][C:11](=[O:16])[CH3:18])([CH3:2])([CH3:3])[CH3:4]

Komponenten

5

Edukt 3

HCID 516920Potassium bisulfateHCID 23112516tert-butyl N-(3-(methoxy(methyl)carbamoyl)propyl)carbamateHCID 178418573HCID 178418573, Verbindung

Produkt 1

HCID 21478928tert-Butyl (4-oxopentyl)carbamate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a stirred solution of 1-3 (10.0 g, 40.5 mmol) and THF (200 ml) at 0° C. was added methyl magnesium bromide (27.0 ml, 91.0 mmol; 3M in ether) dropwise over 20 minutes. Mter 2.0 hours, 10% KHSO4 was added slowly. The mixture was extracted with EtOAc. The organic portion was washed with saturated NaHCO3, brine, and dried over MgSO4. Evaporative removal of the solvent gave 1-4 as a colorless oil.

Aufarbeitung

  1. extractionThe mixture was extracted with EtOAc
  2. washThe organic portion was washed with saturated NaHCO3, brine
  3. dry with materialdried over MgSO4
  4. customEvaporative removal of the solvent

Quellen und Nachweise

ORD-Eintrag
ord-696f3cf5a37a4ce09e24f18fba1559ba
Quelldatensatz
uspto-grants-2000_07
Patentnummer
US06090944

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