ChemicalBook CAS DataBase List 4-Butylbenzoic acid

4-Butylbenzoic acid synthesis

14synthesis methods

Product Name:4-Butylbenzoic acid
CAS Number:20651-71-2
Molecular formula:C11H14O2
Molecular Weight:178.23

124-38-9
122 suppliers
$175.00/23402

41492-05-1
251 suppliers
$5.00/10g

20651-71-2
195 suppliers
$7.00/5g

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