Toluene → Acetate hexane

HRID 1110370Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1110370
[H-].[Na+].[O:3]1[CH2:7][CH2:6]CC1.CN(C)C=[O:11].[C:13]1(C)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>[Cl-].[Cd+2].[Cl-]>[C:7]([O-:3])(=[O:11])[CH3:6].[CH3:17][CH2:18][CH2:13][CH2:14][CH2:15][CH3:16]

Komponenten

6

Edukt 4

HCID 1140TolueneHCID 6228DimethylformamideHCID 8028TetrahydrofuranHCID 24758Sodium hydride

Produkt 1

HCID 22139250Acetate hexaneAusbeute 47 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 24633Cadmium chloride, dihydrateKatalysator

Versuchsvorschrift

The procedure used in Example 7a was followed except for the following changes or substitutions: the enamine from Example 44c (1.72 g) was used instead of the enamine in Example 7a; NaH (0.29 g, 55% in oil instead of 0.17 g), tetrahydrofuran (6 ml instead of 2 ml), cadmium chloride (1.34 g instead of 81 g), dimethylformamide (0.5 ml) and toluene (7 ml instead of the amount indicated in Example 7a). After completion of the reaction and isolation of the crude product as described in Example 7a, the product was purified by column chromatography over silica gel using ethyl acetate:hexane (1:3 to 1:1 gradient) as the eluent. There was obtained 0.80 g (47%) of the acetate:hexane (1:1); m.p. 152°-152.5°.

Aufarbeitung

  1. customthe product was purified by column chromatography over silica gel

Quellen und Nachweise

ORD-Eintrag
ord-439b6e5840f9496ba55b944463c8049a
Quelldatensatz
uspto-grants-1990_12
Patentnummer
US04975435

Notizen zur Reaktion

Wird geladen…