ethyl 2-cyclopropylacetate

Conditions: temp:-75.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A solution of n-butyllithium in hexanes (1.6M, 26 ml) was added with stirring to a solution of diisopropylamine (6.2 ml) in tetrahydrofuran (8 ml) at below −25° C. under nitrogen. After 30 min, the mixture was cooled to −75° C. and ethyl cyclopropylacetate (4.5 g) added dropwise keeping the temperature below −65° C. The mixture was then maintained below −75° C. for 3 h before chlorotrimethylsilane (3.8 ml) was added below −65° C. The reaction was allowed to warm to ambient temperature and then evaporated to dryness. The residue was slurried with hexane and filtered. The filtrate was evaporated to an orange oil which was distilled in vacuo to give the title compound (4.0 g) as a clear mobile liquid, b.p 80-82° C., 3×10−2 bar. the temperature below −65° C was added below −65° C to warm to ambient temperature evaporated to dryness filtered The filtrate was evaporated to an orange oil which was distilled in vacuo

Conditions: temp:-75.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A solution of n-butyllithium in hexanes (1.6M, 26 ml) was added with stirring to a solution of diisopropylamine (6.2 ml) in tetrahydrofuran (8 ml) at below -25° C. under nitrogen. After 30 min, the mixture was cooled to -75° C. and ethyl cyclopropylacetate (4.5 g) added dropwise keeping the temperature below -65° C. The mixture was then maintained below -75° C. for 3 h before chlorotrimethylsilane (3.8 ml) was added below 65° C. The reaction was allowed to warm to ambient temperature and then evaporated to dryness. The residue was slurried with hexane and filtered. The filtrate was evaporated to an orange oil which was distilled in vacuo to give the title compound (4.0 g) as a clear mobile liquid, b.p 80-82° C., 3×10-2 bar. the temperature below -65° C was added below 65° C to warm to ambient temperature evaporated to dryness filtered The filtrate was evaporated to an orange oil which was distilled in vacuo

Conditions: temp:-75.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A solution of n-butyllithium in hexanes (1.6M, 26 ml) was added with stirring to a solution of diisopropylamine (6.2 ml) in tetrahydrofuran (8 ml) at below -25° C. under nitrogen. After 30 min, the mixture was cooled to -75° C. and ethyl cyclopropylacetate (4.5 g) added dropwise keeping the temperature below -65° C. The mixture was then maintained below -75° C. for 3 h before chlorotrimethylsilane (3.8 ml) was added below 65° C. The reaction was allowed to warm to ambient temperature and then evaporated to dryness. The residue was slurried with hexane and filtered. The filtrate was evaporated to an orange oil which was distilled in vacuo to give the title compound (4.0 g) as a clear mobile liquid, b.p 80-82° C., 3×10-2 bar. the temperature below -65° C was added below 65° C to warm to ambient temperature evaporated to dryness filtered The filtrate was evaporated to an orange oil which was distilled in vacuo

Conditions: temp:-75.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A solution of n-butyllithium in hexanes (1.6M, 26 ml) was added with stirring to a solution of diisopropylamine (6.2 ml) in tetrahydrofuran (8 ml) at below −25° C. under nitrogen. After 30 min, the mixture was cooled to −75° C. and ethyl cyclopropylacetate (4.5 g) added dropwise keeping the temperature below −65° C. The mixture was then maintained below −75° C. for 3 h before chlorotrimethylsilane (3.8 ml) was added below −65° C. The reaction was allowed to warm to ambient temperature and then evaporated to dryness. The residue was slurried with hexane and filtered. The filtrate was evaporated to an orange oil which was distilled in vacuo to give the title compound (4.0 g) as a clear mobile liquid, b.p 80-82° C., 3×10−2 bar. the temperature below −65° C was added below −65° C to warm to ambient temperature evaporated to dryness filtered The filtrate was evaporated to an orange oil which was distilled in vacuo

Conditions: temp:-75.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A solution of n-butyllithium in hexanes (1.6M, 26 ml) was added with stirring to a solution of diisopropylamine (6.2 ml) in tetrahydrofuran (8 ml) at below −25° C. under nitrogen. After 30 min, the mixture was cooled to −75° C. and ethyl cyclopropylacetate (4.5 g) added dropwise keeping the temperature below −65° C. The mixture was then maintained below −75° C. for 3 h before chlorotrimethylsilane (3.8 ml) was added below −65° C. The reaction was allowed to warm to ambient temperature and then evaporated to dryness. The residue was slurried with hexane and filtered. The filtrate was evaporated to an orange oil which was distilled in vacuo to give the title compound (4.0 g) as a clear mobile liquid, b.p 80-82° C., 3×10−2 bar. the temperature below −65° C was added below −65° C to warm to ambient temperature evaporated to dryness filtered The filtrate was evaporated to an orange oil which was distilled in vacuo

Conditions: temp:-75.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A solution of n-butyllithium in hexanes (1.6M, 26 ml) was added with stirring to a solution of diisopropylamine (6.2 ml) in tetrahydrofuran (8 ml) at below -25° C. under nitrogen. After 30 min, the mixture was cooled to -75° C. and ethyl cyclopropylacetate (4.5 g) added dropwise keeping the temperature below -65° C. The mixture was then maintained below -75° C. for 3 h before chlorotrimethylsilane (3.8 ml) was added below -65° C. The reaction was allowed to warm to ambient temperature and then evaporated to dryness. The residue was slurried with hexane and filtered. The filtrate was evaporated to an orange oil which was distilled in vacuo to give the title compound (4.0 g) as a clear mobile liquid, b.p 80-82° C., 3×10-2 bar. the temperature below -65° C was added below -65° C to warm to ambient temperature evaporated to dryness filtered The filtrate was evaporated to an orange oil which was distilled in vacuo

Conditions: temp:-75.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A solution of n-butyllithium in hexanes (1.6M, 26 ml) was added with stirring to a solution of diisopropylamine (6.2 ml) in tetrahydrofuran (8 ml) at below -25° C. under nitrogen. After 30 min, the mixture was cooled to -75° C. and ethyl cyclopropylacetate (4.5 g) added dropwise keeping the temperature below -65° C. The mixture was then maintained below -75° C. for 3 h before chlorotrimethylsilane (3.8 ml) was added below 65° C. The reaction was allowed to warm to ambient temperature and then evaporated to dryness. The residue was slurried with hexane and filtered. The filtrate was evaporated to an orange oil which was distilled in vacuo to give the title compound (4.0 g) as a clear mobile liquid, b.p 80-82° C., 3×10-2 bar. the temperature below -65° C was added below 65° C to warm to ambient temperature evaporated to dryness filtered The filtrate was evaporated to an orange oil which was distilled in vacuo

Conditions: temp:-75.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A solution of n-butyllithium in hexanes (1.6M, 26 ml) was added with stirring to a solution of diisopropylamine (6.2 ml) in tetrahydrofuran (8 ml) at below −25° C. under nitrogen. After 30 min, the mixture was cooled to −75° C. and ethyl cyclopropylacetate (4.5 g) added dropwise keeping the temperature below −65° C. The mixture was then maintained below −75° C. for 3 h before chlorotrimethylsilane (3.8 ml) was added below −65° C. The reaction was allowed to warm to ambient temperature and then evaporated to dryness. The residue was slurried with hexane and filtered. The filtrate was evaporated to an orange oil which was distilled in vacuo to give the title compound (4.0 g) as a clear mobile liquid, b.p 80-82° C., 3×10−2 bar. the temperature below −65° C was added below −65° C to warm to ambient temperature evaporated to dryness filtered The filtrate was evaporated to an orange oil which was distilled in vacuo