Reaktion #1980253

Reaktionsgleichung

1-pentyl-4-vinyl-cyclohexane

N,N-dimethylacetamide

potassium phosphate

4-(4-bromophenyl)cyclohexanecarboxylic acid methyl ester

4-(4-bromophenyl)cyclohexane carboxylic acid methyl ester

→

4-{4-[2-(4-pentyl-cyclohexyl)-ethenyl]-phenyl}cyclohexane carboxylic acid methyl ester

Ausbeute 62.0%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas poured to flask
2. 2
   workup.ADDITIONfilled with Argon gas
3. 3
   Sonstigereacted in oil bath at 120° C. for 32 hours
4. 4
   workup.ADDITIONwas added to the reaction mixture
5. 5
   Extraktionextracted by ethyl acetate
6. 6
   Extraktionthe aqueous layer was extracted by chloroform
7. 7
   TrocknenThe organic layer was dried by Na2SO4
8. 8
   Einengenconcentrated under reduced pressure
9. 9
   Sonstigerecrystallized from ethanol

Vorschrift

180 mL of N,N-dimethylacetamide (DMA) solution including 12.8 g (60.1 mmol) of potassium phosphate, 14.3 g (48 mmol) of 4-(4-bromophenyl)cyclohexanecarboxylic acid methyl ester produced in Example 1-1, and 8.33 g (40 mmol) of 1-pentyl-4-vinyl-cyclohexane was poured to flask filled with Argon gas. Then, 0.17 g (catalytic amount) of palladium acetate was added to the flask and reacted in oil bath at 120° C. for 32 hours. After reaction, 100 mL of distilled water was added to the reaction mixture, extracted by ethyl acetate, and then the aqueous layer was extracted by chloroform. The organic layer was dried by Na2SO4, concentrated under reduced pressure, and then recrystallized from ethanol to obtain 9.8 g (62%) of 4-{4-[2-(4-pentyl-cyclohexyl)-ethenyl]-phenyl}cyclohexane carboxylic acid methyl ester.

Quelle