Ammonia → Methyl beta-oxocyclohexanebutanoate

HRID 1614040

Reaktionsgleichung

Reaktionsgleichung von HRID 1614040
[C:1]([O:7][CH3:8])(=[O:6])[CH2:2][C:3]([CH3:5])=[O:4].[OH-].[Ca+2].[OH-].[CH:12]1(CC(Cl)=O)[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1.N>C(Cl)Cl.C(C(C)=O)C>[CH:12]1([CH2:5][C:3](=[O:4])[CH2:2][C:1]([O:7][CH3:8])=[O:6])[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1

Komponenten

7

Edukt 4

HCID 222AmmoniaHCID 7757Methyl acetoacetateHCID 2757989Cyclohexylacetyl chlorideHCID 6093208Calcium Hydroxide

Produkt 1

HCID 539146Methyl beta-oxocyclohexanebutanoateAusbeute 98,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 6569Methyl Ethyl KetoneLösungsmittel

Versuchsvorschrift

Under the same conditions as in Example 1, 116 g (1.0 mol) of methyl acetoacetate in a mixture of 520 ml of methylene chloride and 30 ml of methyl ethyl ketone were reacted with 77.8 g (1.05 mol) of calcium hydroxide and 176.7 g (1.1 mol) of cyclohexylacetyl chloride. The subsequent reaction time after the ammonia had been metered in was 6 hours at a pH of 9.5. This gave 196 g (GC purity 75.0%) of methyl 4-cyclohexylacetoacetate (yield 74.5%).

Quellen und Nachweise

ORD-Eintrag
ord-af841fd2b85f4301bd678dbc35ccb5f5
Quelldatensatz
uspto-grants-1993_03
Patentnummer
US05194671

Verknüpfte Notizen

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