1-cyclobutyl-2,2-dimethylpropan-1-one

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

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

Procedure: To a mixture of 118.5 g. (1.0 mole) of cyclobutylcarbonyl chloride and 99 g. (1.0 mole) cuprous chloride in 1000 ml. of dry ether under a nitrogen atmosphere is added dropwise 478 ml. (1.0 mole) of 2M t-butylmagnesium chloride in the same solvent. The addition is carried out at -5° to -15° C. The resulting mixture is poured into 500 ml. of 3M hydrochloric acid and 700 g. ice, the organic layer is separated and washed successively with water, sodium bicarbonate solution, brine and dried (MgSO4). The dried ether extract is evaporated at reduced pressure and the residue distilled to provide t-butylcyclobutylketone. To a mixture of 118.5 g The addition is carried out at -5° to -15° C The resulting mixture is poured into 500 ml ice, the organic layer is separated washed successively with water, sodium bicarbonate solution, brine dried (MgSO4) The dried ether extract is evaporated at reduced pressure the residue distilled

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

Procedure: To a mixture of 118.5 g. (1.0 mole) of cyclobutylcarbonyl chloride and 99 g. (1.0 mole) cuprous chloride in 1000 ml. of dry ether under a nitrogen atmosphere is added dropwise 478 ml. (1.0 mole) of 2 M t-butylmagnesium chloride in the same solvent. The addition is carried out at -5° to -15° C. The resulting mixture is poured into 500 ml. of 3 M hydrochloric acid and 700 g. ice, the organic layer is separated and washed successively with water, sodium bicarbonate solution, brine and dried (MgSO4). The dried ether extract is evaporated at reduced pressure and the residue distilled to provide t-butylcyclobutylketone. To a mixture of 118.5 g The addition is carried out at -5° to -15° C The resulting mixture is poured into 500 ml ice, the organic layer is separated washed successively with water, sodium bicarbonate solution, brine dried (MgSO4) The dried ether extract is evaporated at reduced pressure the residue distilled

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

Procedure: To a mixture of 118.5 g. (1.0 mole) of cyclobutylcarbonyl chloride and 99 g. (1.0 mole) cuprous chloride in 1000 ml. of dry ether under a nitrogen atmosphere is added dropwise 478 ml. (1.0 mole) of 2M t-butylmagnesium chloride in the same solvent. The addition is carried out at -5° to -15° C. The resulting mixture is poured into 500 ml. of 3M hydrochloric acid and 700 g. ice, the organic layer is separated and washed successively with water, sodium bicarbonate solution, brine and dried (MgSO4). The dried ether extract is evaporated at reduced pressure and the residue distilled to provide t-butylcyclobutylketone. To a mixture of 118.5 g The addition is carried out at -5° to -15° C The resulting mixture is poured into 500 ml ice, the organic layer is separated washed successively with water, sodium bicarbonate solution, brine dried (MgSO4) The dried ether extract is evaporated at reduced pressure the residue distilled

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

Procedure: To a mixture of 118.5 g. (1.0 mole) of cyclobutylcarbonyl chloride and 99 g. (1.0 mole) cuprous chloride in 1000 ml. of dry ether under a nitrogen atmosphere is added dropwise 478 ml. (1.0 mole) of 2 M t-butylmagnesium chloride in the same solvent. The addition is carried out at -5° to -15° C. The resulting mixture is poured into 500 ml. of 3 M hydrochloric acid and 700 g. ice, the organic layer is separated and washed successively with water, sodium bicarbonate solution, brine and dried (MgSO4). The dried ether extract is evaporated at reduced pressure and the residue distilled to provide t-butylcyclobutylketone. To a mixture of 118.5 g The addition is carried out at -5° to -15° C The resulting mixture is poured into 500 ml ice, the organic layer is separated washed successively with water, sodium bicarbonate solution, brine dried (MgSO4) The dried ether extract is evaporated at reduced pressure the residue distilled

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

Procedure: To a mixture of 118.5 g. (1.0 mole) of cyclobutylcarbonyl chloride and 99 g. (1.0 mole) cuprous chloride in 1000 ml. of dry ether under a nitrogen atmosphere is added dropwise 478 ml. (1.0 mole) of 2M t-butylmagnesium chloride in the same solvent. The addition is carried out at -5° to -15° C. The resulting mixture is poured into 500 ml. of 3M hydrochloric acid and 700 g. ice, the organic layer is separated and washed successively with water, sodium bicarbonate solution, brine and dried (MgSO4). The dried ether extract is evaporated at reduced pressure and the residue distilled to provide t-butylcyclobutylketone. To a mixture of 118.5 g The addition is carried out at -5° to -15° C The resulting mixture is poured into 500 ml ice, the organic layer is separated washed successively with water, sodium bicarbonate solution, brine dried (MgSO4) The dried ether extract is evaporated at reduced pressure the residue distilled

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

Procedure: To a mixture of 118.5 g. (1.0 mole) of cyclobutylcarbonyl chloride and 99 g. (1.0 mole) cuprous chloride in 1000 ml. of dry ether under a nitrogen atmosphere is added dropwise 478 ml. (1.0 mole) of 2M t-butylmagnesium chloride in the same solvent. The addition is carried out at -5° to -15° C. The resulting mixture is poured into 500 ml. of 3M hydrochloric acid and 700 g. ice, the organic layer is separated and washed successively with water, sodium bicarbonate solution, brine and dried (MgSO4). The dried ether extract is evaporated at reduced pressure and the residue distilled to provide t-butylcyclobutylketone. To a mixture of 118.5 g The addition is carried out at -5° to -15° C The resulting mixture is poured into 500 ml ice, the organic layer is separated washed successively with water, sodium bicarbonate solution, brine dried (MgSO4) The dried ether extract is evaporated at reduced pressure the residue distilled

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

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

Procedure: To a mixture of 118.5 g. (1.0 mole) of cyclobutylcarbonyl chloride and 99 g. (1.0 mole) cuprous chloride in 1000 ml. of dry ether under a nitrogen atmosphere is added dropwise 478 ml. (1.0 mole) of 2M t-butylmagnesium chloride in the same solvent. The addition is carried out at 31 5° to -15° C. The resulting mixture is poured into 500 ml. of 3M hydrochloric acid and 700 g. ice, the organic layer is separated and washed successively with water, sodium bicarbonate solution, brine and dried (MgSO4). The dried ether extract is evaporated at reduced pressure and the residue distilled to provide t-butylcyclobutylketone. To a mixture of 118.5 g The addition is carried out at 31 5° to -15° C The resulting mixture is poured into 500 ml ice, the organic layer is separated washed successively with water, sodium bicarbonate solution, brine dried (MgSO4) The dried ether extract is evaporated at reduced pressure the residue distilled

Conditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A suspension of sodium hydride (from 1.68 gms of petrol-washed 80% oil dispersion) in dimethylsulphoxide (40 mls) was stirred at 60° C. for 11/2 hours under a nitrogen atmosphere. The solution was cooled to 20° C., diluted with dry tetrahydrofuran (40 ml) and cooled to -5° C. A slurry of trimethylsulphonium iodide (11.42 gms) in dimethyl sulphoxide (30 mls) was added followed, after 10 minutes stirring, by a solution of the product of Stage 1 (4.9 g) in Tetrahydrofuran (30 mls). The mixture was stirred for 2 hours at -5° C., stood overnight at 20° C., and poured into water and extracted with petrol (30°-40° C.). The extracts were washed with brine, dried and evaporated to give 4.67 gms of yellow product. Gas chromatography showed 75% of a major component. The product was used without further purification. The solution was cooled to 20° C. cooled to -5° C followed, after 10 minutes The mixture was stirred for 2 hours at -5° C. stood overnight at 20° C. extracted with petrol (30°-40° C.) The extracts were washed with brine dried evaporated

Conditions: temp:-70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Cuprous iodide (1.0 gm) was added to a solution of cyclobutane carboxylic acid chloride (15.0 gms) in dry ether (40 mls) under an argon atmosphere. The suspension was stirred and cooled to -70° C. A solution of t-butyl magnesium chloride in ether (61.4 mls of 2M solution) was then added dropwise, whilst the temperature was maintained below -70° C. After the addition was complete, stirring was continued at -70° C. for 1 hour and then for several hours whilst the temperature was allowed to reach 20° C. Water was carefully added to the mixture. The ether layer was separated, combined with an extract of the aqueous phase and washed with dilute caustic soda. Drying and evaporation gave 4.9 gms of yellow oily product. Gas chromatography showed 80% of a major component. The product was used without further purification. was maintained below -70° C After the addition stirring for several hours whilst the temperature was allowed to reach 20° C The ether layer was separated an extract of the aqueous phase washed with dilute caustic soda Drying evaporation

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

Procedure: To a mixture of 118.5 g. (1.0 mole) of cyclobutylcarbonyl chloride and 99 g. (1.0 mole) cuprous chloride in 1000 ml. of dry ether under a nitrogen atmosphere is added dropwise 478 ml. (1.0 mole) of 2M t-butylmagnesium chloride in the same solvent. The addition is carried out at -5° to -15° C. The resulting mixture is poured into 500 ml. of 3M hydrochloric acid and 700 g. ice, the organic layer is separated and washed successively with water, sodium bicarbonate solution, brine and dried (MgSO4). The dried ether extract is evaporated at reduced pressure and the residue distilled to provide t-butylcyclobutylketone. To a mixture of 118.5 g The addition is carried out at -5° to -15° C The resulting mixture is poured into 500 ml ice, the organic layer is separated washed successively with water, sodium bicarbonate solution, brine dried (MgSO4) The dried ether extract is evaporated at reduced pressure the residue distilled