ethyl 2-(3,5-dimethylphenyl)acetate

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

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

Procedure: 10 ml of ethyl 2-(3,5-dimethylphenyl)acetate are dissolved in 80 ml of ethyl formate. 5 g of 50% NaH are added portionwise and then the mixture is stirred at AT for 12 hours. The mixture is poured onto a 1N HCl solution and then extraction is carried out with AcOEt. The organic phase is evaporated to produce the expected compound, used as is in the following stage. extraction The organic phase is evaporated

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

Procedure: 10 ml of ethyl 2-(3,5-dimethylphenyl)acetate are dissolved in 80 ml of ethyl formate. 5 g of 50% NaH are added portionwise and then the mixture is stirred at AT for 12 hours. The mixture is poured onto a 1N HCl solution and then extraction is carried out with AcOEt. The organic phase is evaporated to produce the expected compound, used as is in the following stage. extraction The organic phase is evaporated

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

Procedure: 10 ml of ethyl 2-(3,5-dimethylphenyl)acetate are dissolved in 80 ml of ethyl formate. 5 g of 50% NaH are added portionwise and then the mixture is stirred at AT for 12 hours. The mixture is poured onto a 1N HCl solution and then extraction is carried out with AcOEt. The organic phase is evaporated to produce the expected compound, used as is in the following stage. extraction The organic phase is evaporated

Conditions: temp:120.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Mesitylene (1.8 g), ethanol (46 mg), di-tert-butyl peroxide (73 mg, 1 equivalent), and Pd(Xantphos)Cl2 (3.8 mg, 1 mol %) were added into a reaction kettle, into which 10 atm carbon monoxide was introduced. The reaction was heated to 120° C., and stirred at this constant temperature for 16 h. After the reaction was completed, carbon monoxide was discharged, and 85 mg ethyl 3,5-dimethylphenylacetate was obtained by column chromatography, in a yield of 89%. 1HNMR (400 MHz, CDCl3) δ 1.24 (t, J=7.2 Hz, 3H), 2.30 (s, 6H), 3.53 (s, 2H), 4.12 (q, J=7.2 Hz, 2H), 6.84-6.95 (m, 3H); 13CNMR (100 MHz, CDCl3) δ 14.2, 21.3, 41.3, 60.8, 127.0, 128.7, 133.9, 138.1, 171.9; HRMS (ESI) calcd. for C12H16NaO2 [M+Na]: 215.1043. found: 215.1040. The ethyl 3,5-dimethylphenylacetate obtained was dissolved in 1,4-dioxane. 6 N sodium hydroxide solution was added, and the reaction was heated to 60° C. After 2 h of reaction, the pH value was adjusted to 1 by adding 2 N hydrochloric acid. After removing the organic solvent under reduced pressure, 70 mg product 3,5-dimethylphenylacetic acid was obtained by extraction with ethyl acetate, and the yield of hydrolysis was 96%. was introduced

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

Procedure: 10 ml of ethyl 2-(3,5-dimethylphenyl)acetate are dissolved in 80 ml of ethyl formate. 5 g of 50% NaH are added portionwise and then the mixture is stirred at AT for 12 hours. The mixture is poured onto a 1N HCl solution and then extraction is carried out with AcOEt. The organic phase is evaporated to produce the expected compound, used as is in the following stage. extraction The organic phase is evaporated

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

Procedure: 10 ml of ethyl 2-(3,5-dimethylphenyl)acetate are dissolved in 80 ml of ethyl formate. 5 g of 50% NaH are added portionwise and then the mixture is stirred at AT for 12 hours. The mixture is poured onto a 1N HCl solution and then extraction is carried out with AcOEt. The organic phase is evaporated to produce the expected compound, used as is in the following stage. extraction The organic phase is evaporated