Methyl acetoacetate → HCID 54677018, Verbindung

HRID 1003834Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1003834
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][C:17](=[O:21])[CH:18]([CH3:20])[CH3:19])=[CH:11][CH:10]=1)C1C=CC=CC=1.[C:22](OC)(=[O:27])[CH2:23][C:24]([CH3:26])=[O:25].[H-].[Na+].C([Li])CCC>C1COCC1>[OH:25][C:24]1[CH2:26][C:17]([CH2:16][CH2:15][C:12]2[CH:11]=[CH:10][C:9]([OH:8])=[CH:14][CH:13]=2)([CH:18]([CH3:19])[CH3:20])[O:21][C:22](=[O:27])[CH:23]=1

Komponenten

6

Edukt 4

HCID 7757Methyl acetoacetateHCID 24758Sodium hydrideHCID 187986371-(4-(Benzyloxy)phenyl)-4-methylpentan-3-oneHCID 178418339Butyllithium

Produkt 1

HCID 54677018HCID 54677018, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

The title compound was prepared as described in General Method 6 using 40 g (142 mmol) of 1-(4-benzyloxyphenyl)-4-methyl-pentan-3-one (prepared in Example F ), 41.2 g (355 mmol) of methyl acetoacetate, 14.2 g (355 mmol) of 60% NaH dispersion in mineral oil, 216 mL (1.64 M, 355 mmol) of n-butyllithium and 700 mL of THF. The reaction mixture was quenched with 0.1N HCl and the product was extracted into EtOAc. The organic layer was dried (MgSO4), and the solvents were evaporated.

Aufarbeitung

  1. customThe reaction mixture was quenched with 0.1N HCl
  2. extractionthe product was extracted into EtOAc
  3. dry with materialThe organic layer was dried (MgSO4)
  4. customthe solvents were evaporated

Quellen und Nachweise

ORD-Eintrag
ord-28cf6d0d732a422c85f9f956c0bc197a
Quelldatensatz
uspto-grants-2000_04
Patentnummer
US06046355

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