methyl 2-hydroxy-2-methylpropanoate

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

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

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

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

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: To a solution of 1.2 mL (10.4 mmol) of methyl 2-hydroxy-isobutyrate in 50 mL of CH2Cl2 were added 1.2 g (17.6 mmol) of imidazole and 2.1 mL (16.6 mmol) of TMSCl. The mixture was stirred at r.t. for 1.5 h and quenched with 20 mL of H2O. The organic layer was dried over MgSO4, concentrated and passed through a short plug of silica gel eluted with 9:1 hexane/EtOAc. Evaporation of solvent afforded 1.27 g of the title compound as a colorless oil. quenched with 20 mL of H2O The organic layer was dried over MgSO4 concentrated eluted with 9:1 hexane/EtOAc Evaporation of solvent

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

Procedure: To a solution of 1.2 mL (10.4 mmol) of methyl 2-hydroxyisobutyrate in 50 mL of CH2Cl2 were added 1.2 g (17.6 mmol) of imidazole and 2.1 mL (16.6 mmol) of TMSCl. The mixture was stirred at r.t. for 1.5 h and quenched with 20 mL of H2O. The organic layer was dried over MgSO4, concentrated and passed through a short plug of silica gel eluted with 9:1 hexane/EtOAc. Evaporation of solvent afforded 1.27 g of the title compound as a colorless oil. quenched with 20 mL of H2O The organic layer was dried over MgSO4 concentrated eluted with 9:1 hexane/EtOAc Evaporation of solvent

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

Procedure: To a solution of 1.2 mL (10.4 mmol) of methyl 2-hydroxyisobutyrate in 50 mL of CH2Cl2 were added 1.2 g (17.6 mmol) of imidazole and 2.1 mL (16.6 mmol) of TMSCl. The mixture was stirred at r.t. for 1.5 h and quenched with 20 mL of H2O. The organic layer was dried over MgSO4, concentrated and passed through a short plug of silica gel eluted with 9:1 hexane/EtOAc. Evaporation of solvent afforded 1.27 g of the title compound as a colorless oil. quenched with 20 mL of H2O The organic layer was dried over MgSO4 concentrated eluted with 9:1 hexane/EtOAc Evaporation of solvent

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

Procedure: Into a 5-L SUS316 autoclave equipped with an electromagnetic stirrer, were charged 505 g (5.0 mol) of triethylamine and 2950 g (25 mol) of methyl 2-hydroxyisobutyrate, and heated under stirring. After the contents of the autoclave reached 120° C., the temperature was kept there for 8 h to proceed the reaction. The reaction pressure was 0.1 MPa (Gauge). After the reaction was completed, the reaction liquid was cooled and low-boiling components were removed from the reaction liquid by distillation to obtain triethylmethylammonium 2-hydroxyisobutyrate in 87.4 mol % yield based on triethylamine. heated reached 120° C. the reaction The reaction pressure the reaction liquid was cooled low-boiling components were removed from the reaction liquid by distillation

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

Procedure: The reaction of Example 1 was repeated except for using 45 g (0.5 mol) of dimethyl carbonate as a quaternizing agent in place of methyl 2-hydroxyisobutyrate. The reaction pressure was increased as the reaction proceeded and reached 3.5 MPa after 5 h as a result of the generation of carbon dioxide gas and methanol due to the decomposition of dimethyl carbonate. The reaction of Example 1 The reaction pressure was increased as the reaction after 5 h

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

Procedure: Into a 100-mL SUS316 shaking autoclave, were charged 10 g (0.1 mol) of triethylamine and 59 g (0.5 mol) of methyl 2-hydroxyisobutyrate as a quaternizing agent, and the autoclave was shaken. After the contents of the autoclave reached 120° C., the temperature was kept there for 8 h to proceed the reaction. The reaction pressure was 0.1 MPa. After the reaction was completed, the reaction liquid was cooled and distilled to remove low-boiling components, thereby obtaining triethylmethylammonium 2-hydroxyisobutyrate at 87.4 mol % yield based on triethylamine. No decomposed product of methyl 2-hydroxyisobutyrate was detected in the gas chromatographic analysis on the distillate. the autoclave was shaken reached 120° C. the reaction The reaction pressure the reaction liquid was cooled distilled to remove low-boiling components