Methyl isobutyrate → HCID 21181993, Verbindung

HRID 22421

Reaktionsgleichung

Reaktionsgleichung von HRID 22421
[CH:1](NC1CCCCC1)(C)C.[Li]CCCC.[C:16]([O:21][CH3:22])(=[O:20])[CH:17]([CH3:19])[CH3:18].IC[CH2:25][CH2:26][CH2:27][O:28][CH3:29]>C1COCC1.CN(P(N(C)C)(N(C)C)=O)C>[CH3:18][C:17]([CH3:1])([CH2:19][CH2:25][CH2:26][CH2:27][O:28][CH3:29])[C:16]([O:21][CH3:22])=[O:20]

Komponenten

7

Edukt 4

HCID 11039Methyl isobutyrateHCID 62386CyclohexylisopropylamineHCID 227078941-Iodo-4-methoxybutaneHCID 178418339Butyllithium

Produkt 1

HCID 21181993HCID 21181993, VerbindungAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittel2×HCID 12679HexamethylphosphoramideLösungsmittel

Reaktionsbedingungen

Temperatur
-78 °C

Versuchsvorschrift

To N-isopropylcyclohexylamine (5.96 ml) in THF (30 ml) was added dropwise n-BuLi (1,6-M, 22.7 ml) at -78° C., and the mixture was stirred for 30 min, to which a THF (5 ml) solution of methyl isobutyrate (3.43 g) was added, and stirred at -78° C. for 45 min. Then, a HMPA (6.3 ml) solution of 1-iodo-4-methoxy-butane (9.05 g) was added to the mixture, and stirred at room temperature for 1 h to give methyl 2,2-dimethyl-6-methoxycaproate (4.81 g, 85%) after usual work-up.

Aufarbeitung

  1. additionwas added
  2. stirringstirred at room temperature for 1 h

Quellen und Nachweise

ORD-Eintrag
ord-e5728deaed1d48c68392a710194dac45
Quelldatensatz
uspto-grants-1995_06
Patentnummer
US05428062

Verknüpfte Notizen

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