butyl (E)-3-phenylprop-2-enoate

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 0.38 g (2.9 mmol) of butyl acrylate and 0.30 g (2.2 mmol) of K2CO3 are added to a solution of 0.32 g (2.0 mmol) of bromobenzene in 20 ml of dimethylformamide. After the mixture has been stirred at room temperature for 5 minutes, 0.08 g (0.05 mmol) of [{Pd[P(C2F5)2O]2H}2(μ-Cl)2], prepared in accordance with Example 13, is added, and the reaction mixture is heated under reflux for 20 hours. After cooling and addition of 100 ml of water, the reaction mixture is extracted with 100 ml of diethyl ether. The organic phase is washed with water and dried using MgSO4. After filtration and removal of the solvent (in vacuo), 0.26 g of butyl (E)-3-(phenyl)acrylate is isolated as a colourless oil. The yield is 64%, based on the bromobenzene employed. is added the reaction mixture is heated under reflux for 20 hours After cooling the reaction mixture is extracted with 100 ml of diethyl ether The organic phase is washed with water dried After filtration and removal of the solvent (in vacuo)

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 0.38 g (2.9 mmol) of butyl acrylate and 0.30 g (2.2 mmol) of K2CO3 are added to a solution of 0.32 g (2.0 mmol) of bromobenzene in 20 ml of dimethylformamide. After the mixture has been stirred at room temperature for 5 minutes, 0.08 g (0.05 mmol) of [{Pd[P(C2F5)2O]2H}2(μ-Cl)2], prepared in accordance with Example 13, is added, and the reaction mixture is heated under reflux for 20 hours. After cooling and addition of 100 ml of water, the reaction mixture is extracted with 100 ml of diethyl ether. The organic phase is washed with water and dried using MgSO4. After filtration and removal of the solvent (in vacuo), 0.26 g of butyl (E)-3-(phenyl)acrylate is isolated as a colourless oil. The yield is 64%, based on the bromobenzene employed. is added the reaction mixture is heated under reflux for 20 hours After cooling the reaction mixture is extracted with 100 ml of diethyl ether The organic phase is washed with water dried After filtration and removal of the solvent (in vacuo)

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The Pd/C monolith (42 mg of a 1% Pd/C monolith, 2 mol % Pd) prepared according to the method described in Example 2 was added to a 1 dram glass vial in air followed by iodobenzene (28 μL, 0.25 mmol), n-butylacrylate (54 μL, 0.375 mmol), ethyldiisopropylamine (1.5 equiv, 0.375 mmol, 65 μL) and 1 mL DMF. The vial was sealed under air with a rubber septum cap and placed in an oil bath preheated to 80° C. for 24 hours. After the allotted time, the reaction mixture was dissolved in ethyl acetate. Gas chromatographic analysis indicated a 71% yield of (E)-n-butyl cinnamate. The vial was sealed under air with a rubber septum cap placed in an oil bath

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The Pd/C monolith (42 mg of a 1% Pd/C monolith, 2 mol % Pd) prepared according to the method described in Example 2 was added to a 1 dram glass vial in air followed by iodobenzene (28 μL, 0.25 mmol), n-butylacrylate (54 μL, 0.375 mmol), ethyldiisopropylamine (1.5 equiv, 0.375 mmol, 65 μL) and 1 mL DMF. The vial was sealed under air with a rubber septum cap and placed in an oil bath preheated to 80° C. for 24 hours. After the allotted time, the reaction mixture was dissolved in ethyl acetate. Gas chromatographic analysis indicated a 71% yield of (E)-n-butyl cinnamate. The vial was sealed under air with a rubber septum cap placed in an oil bath

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 0.38 g (2.9 mmol) of butyl acrylate and 0.30 g (2.2 mmol) of K2CO3 are added to a solution of 0.32 g (2.0 mmol) of bromobenzene in 20 ml of dimethylformamide. After the mixture has been stirred at room temperature for 5 minutes, 0.08 g (0.05 mmol) of [{Pd[P(C2F5)2O]2H}2(μ-Cl)2], prepared in accordance with Example 13, is added, and the reaction mixture is heated under reflux for 20 hours. After cooling and addition of 100 ml of water, the reaction mixture is extracted with 100 ml of diethyl ether. The organic phase is washed with water and dried using MgSO4. After filtration and removal of the solvent (in vacuo), 0.26 g of butyl (E)-3-(phenyl)acrylate is isolated as a colourless oil. The yield is 64%, based on the bromobenzene employed. is added the reaction mixture is heated under reflux for 20 hours After cooling the reaction mixture is extracted with 100 ml of diethyl ether The organic phase is washed with water dried After filtration and removal of the solvent (in vacuo)

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The Pd/C monolith (42 mg of a 1% Pd/C monolith, 2 mol % Pd) prepared according to the method described in Example 2 was added to a 1 dram glass vial in air followed by iodobenzene (28 μL, 0.25 mmol), n-butylacrylate (54 μL, 0.375 mmol), ethyldiisopropylamine (1.5 equiv, 0.375 mmol, 65 μL) and 1 mL DMF. The vial was sealed under air with a rubber septum cap and placed in an oil bath preheated to 80° C. for 24 hours. After the allotted time, the reaction mixture was dissolved in ethyl acetate. Gas chromatographic analysis indicated a 71% yield of (E)-n-butyl cinnamate. The vial was sealed under air with a rubber septum cap placed in an oil bath

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 0.38 g (2.9 mmol) of butyl acrylate and 0.30 g (2.2 mmol) of K2CO3 are added to a solution of 0.32 g (2.0 mmol) of bromobenzene in 20 ml of dimethylformamide. After the mixture has been stirred at room temperature for 5 minutes, 0.08 g (0.05 mmol) of [{Pd[P(C2F5)2O]2H}2(μ-Cl)2], prepared in accordance with Example 13, is added, and the reaction mixture is heated under reflux for 20 hours. After cooling and addition of 100 ml of water, the reaction mixture is extracted with 100 ml of diethyl ether. The organic phase is washed with water and dried using MgSO4. After filtration and removal of the solvent (in vacuo), 0.26 g of butyl (E)-3-(phenyl)acrylate is isolated as a colourless oil. The yield is 64%, based on the bromobenzene employed. is added the reaction mixture is heated under reflux for 20 hours After cooling the reaction mixture is extracted with 100 ml of diethyl ether The organic phase is washed with water dried After filtration and removal of the solvent (in vacuo)