Potassium Hydroxide → 1-Methyl-6-cyclohexyl-7-chloro-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid
Reaktionsgleichung
[CH3:1][C:2]1([C:20]([OH:22])=[O:21])[C:11]2[C:6](=[CH:7][C:8]([CH:13]3[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]3)=[C:9]([Cl:12])[CH:10]=2)[C:5](=O)[CH2:4][CH2:3]1.O.NN.[OH-].[K+]>C(O)COCCOCCO>[CH3:1][C:2]1([C:20]([OH:22])=[O:21])[C:11]2[C:6](=[CH:7][C:8]([CH:13]3[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]3)=[C:9]([Cl:12])[CH:10]=2)[CH2:5][CH2:4][CH2:3]1Komponenten
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 195 °C
Versuchsvorschrift
A mixture of 6.7 g of 1-methyl-4-oxo-6-cyclohexyl-7-chloro-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid, 4 g of hydrazine hydrate, 6.7 g of potassium hydroxide and 40 ml of triethyleneglycol is heated for 2 hours at 130°-140°C. Then, while distilling off a mixture of hydrazine and water, the temperature is raised to 195°C and the batch is stirred until nitrogen is no longer being given off, then diluted with 50 ml of water, acidified with concentrated hydrochloric acid and the mixture is extracted with ethyl acetate. The ethyl acetate is evaporated and the residual crude product recrystallized from acetone, to yield 5.9 g of 1-methyl-6-cyclohexyl-7-chloro-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid melting at 167°-168°C, of the formula ##SPC7##
Aufarbeitung
- temperatureis heated for 2 hours at 130°-140°C
- distillationThen, while distilling off
- additiona mixture of hydrazine and water
- additiondiluted with 50 ml of water
- extractionthe mixture is extracted with ethyl acetate
- customThe ethyl acetate is evaporated
- customthe residual crude product recrystallized from acetone
Quellen und Nachweise
- ORD-Eintrag
- ord-cdf5fd5d8d2a4b30b971afb67ac6d4cc
- Quelldatensatz
- uspto-grants-1976_07
- Patentnummer
- US03968142
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