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ChemicalBook CAS DataBase List 4-Butylbenzoic acid
20651-71-2

4-Butylbenzoic acid synthesis

14synthesis methods
-

Yield:20651-71-2 82%

Reaction Conditions:

with diethylzinc;palladium diacetate;tert-butyl XPhos in hexanes;ISOPROPYLAMIDE at 40; under 7600.51 Torr;

Steps:

2
Example 2. Palladium-catalyzed carboxylations of aryl bromides withCO2 Observation of reagent effect. With the preferred conditions selected from the experimentation as disclosed in Example 1, a wide range of substituted aryl bromides bearing both electron-donating and electron-withdrawing groups were tested. Table 2 shows the yields obtained by different reagents running the following reaction: [Show Image] Wherein R represents any of the substituents listed in the final products of Table 2.Conditions: CO2 pressure = 10 atmPd(OAc)2 molar percentage = 5 mol %Compound of formula (I) with R1 = tert-butyl; R2, R3 and R4 = isopropyl; andR5, R6, R7, and R8 = H; molar percentage of compound of formula (I) = 10 mol %Organozinc derivative = diethylzinc (1.0 mmol, 1 M in hexanes)Initial amount of aryl halide = 0.5 mmol or 1.5 mmolSolvent: DMA / Hexanes (2:1)Temperature = 40 °C

References:

Intitut Català d'Investigació Química (ICIQ) EP2311788, 2011, A1 Location in patent:Page/Page column 6-7

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