Ethanedioic acid,1-(1,1-dimethylethyl) 2-ethyl ester

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

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

Procedure: reacting 1-lithio-3-methylbut-1-yne with a 150% to 165% excess of the stoichiometric amount of ethyl t-butyl oxalate in THF containing an amount of a suitable hydrocarbon solvent sufficient to solubilize said 1-lithio-3-methylbut-1-yne, the reaction being carried out under anhydrous conditions in an inert atmosphere at a temperature of from 0° to 10° C. to form t-butyl 5-methyl-2-oxohex-3-ynoate; being carried out under anhydrous conditions in an inert atmosphere at a temperature of from 0° to 10° C.

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

Procedure: reacting 1-lithio-3-methylbut-1-yne with a 150% to 165% excess of the stoichiometric amount of ethyl t-butyl oxalate in THF containing an amount of a suitable hydrocarbon solvent sufficient to solubilize said 1-lithio-3-methylbut-1-yne, the reaction being carried out under anhydrous conditions in an inert atmosphere at a temperature of from 0° to 10° C. to form t-butyl 5-methyl-2-oxohex-3-ynoate; being carried out under anhydrous conditions in an inert atmosphere at a temperature of from 0° to 10° C.

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

Procedure: reacting 1-lithio-3-methylbut-1-yne with a 150% to 165% excess of the stoichiometric amount of ethyl t-butyl oxalate in THF containing an amount of a suitable hydrocarbon solvent sufficient to solubilize said 1-lithio-3-methylbut-1-yne, the reaction being carried out under anhydrous conditions in an inert atmosphere at a temperature of from 0° to 10° to form t-butyl 5-methyl-2-oxohex-3-ynoate; being carried out under anhydrous conditions in an inert atmosphere at a temperature of from 0° to 10°

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

Procedure: reacting 1-lithio-3-methylbut-1-yne with a 150% to 165% excess of the stoichiometric amount of ethyl t-butyl oxalate in THF containing an amount of a suitable hydrocarbon solvent sufficient to solubilize said 1-lithio-3-methylbut-1-yne, the reaction being carried out under anhydrous conditions in an inert atmosphere at a temperature of from 0° to 10° to form t-butyl 5-methyl-2-oxohex-3-ynoate; being carried out under anhydrous conditions in an inert atmosphere at a temperature of from 0° to 10°

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

Procedure: Ethyl t-butyl oxalate ##EQU1## can be prepared by the method of Carpino [J. Amer. Chem. Soc. 82: 2725 (1960)], and 1-lithio-3-methylbut-1-yne ##EQU2## can be prepared by reacting commercially available 3-methylbut-1-yne and n-butyllithium under anhydrous conditions in an inert atmosphere (i.e., no H2O, O2, or CO2) at a temperature of from 0° to 5° C. Anhydrous tetrahydrofuran (THF) is the preferred solvent for the reactions of step (a). can be prepared of from 0° to 5° C

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

Procedure: Ethyl t-butyl oxalate ##EQU1## can be prepared by the method of Carpino [J. Amer. Chem. Soc. 82: 2725 (1960)], and 1-lithio-3-methylbut-1-yne ##EQU2## can be prepared by reacting commercially available 3-methylbut-1-yne and n-butyllithium under anhydrous conditions in an inert atmosphere (i.e., no H2O, O2, or CO2) at a temperature of from 0° to 5° C. Anhydrous tetrahydrofuran (THF) is the preferred solvent for the reactions of step (a). can be prepared of from 0° to 5° C

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

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

Procedure: reacting 1-lithio-3-methylbut-1-yne with a 150% to 165% excess of the stoichiometric amount of ethyl t-butyl oxalate in THF containing an amount of a suitable hydrocarbon solvent sufficient to solubilize said 1-lithio-3-methylbut-1-yne, the reaction being carried out under anhydrous conditions in an inert atmosphere at a temperature of from 0° to 10° C. to form t-butyl 5-methyl-2-oxohex-3-ynoate; being carried out under anhydrous conditions in an inert atmosphere at a temperature of from 0° to 10° C.

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

Procedure: reacting 1-lithio-3-methylbut-1-yne with a 150% to 165% excess of the stoichiometric amount of ethyl t-butyl oxalate in THF containing an amount of a suitable hydrocarbon solvent sufficient to solubilize said 1-lithio-3-methylbut-1-yne, the reaction being carried out under anhydrous conditions in an inert atmosphere at a temperature of from 0° to 10° to form t-butyl 5-methyl-2-oxohex-3-ynoate; being carried out under anhydrous conditions in an inert atmosphere at a temperature of from 0° to 10°

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

Procedure: Ethyl t-butyl oxalate ##EQU1## can be prepared by the method of Carpino [J. Amer. Chem. Soc. 82: 2725 (1960)], and 1-lithio-3-methylbut-1-yne ##EQU2## can be prepared by reacting commercially available 3-methylbut-1-yne and n-butyllithium under anhydrous conditions in an inert atmosphere (i.e., no H2O, O2, or CO2) at a temperature of from 0° to 5° C. Anhydrous tetrahydrofuran (THF) is the preferred solvent for the reactions of step (a). can be prepared of from 0° to 5° C