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

HRID 1004257Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1004257
[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 11-3 (10.0 g, 40.5 mmol) and THF (200 ml) at 0° C. was added methylmagnesium bromide (27.0 ml, 91.0 mmol; 3M in ether) dropwise over 20 minutes. After 2.0 hours, 10% KHSO4 was added slowly. The mixture was extracted with EtOAc. The organic portion was washed with sat. NaHCO3, brine, and dried over MgSO4. Evaporative removal of the solvent gave 11-4 as a colorless oil.

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-586ef15237fd46e596813bed9e2f94da
Quelldatensatz
uspto-grants-2000_04
Patentnummer
US06048861

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