7,7-dimethylbicyclo[2.2.1]heptan-1-amine

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

Procedure: A stirred mixture of 1-amino-7,7-dimethylnorbornane (0.7 gm) potassium carbonate (0.77 gm) and 2,2'-dichlorodiethyl ether (3 ml) was heated at 130° for 2 hrs. The reaction mixture was then cooled and partitioned between ether and 2 N hydrochloric acid solution. The aqueous layer was separated basified and extracted into ether. The organic layer was dried, and evaporated. The residue (0.8 gm) after purification by chromatography was dissolved in dry ether and treated with hydrogen chloride to give the title compound (0.33 gm) m.p. 243° to 246°. was heated at 130° for 2 hrs The reaction mixture was then cooled partitioned between ether and 2 N hydrochloric acid solution The aqueous layer was separated extracted into ether The organic layer was dried evaporated The residue (0.8 gm) after purification by chromatography was dissolved in dry ether treated with hydrogen chloride

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

Procedure: A solution of 1-amino-7,7-dimethylnorbornane (1.022 g) in pyridine (10 ml) was cooled in an ice-bath and stirred whilst acetyl chloride (1 ml) was added dropwise. The ice-bath was removed and the mixture was kept at room temperature until the reaction was complete. Dilution with water, acidification with dilute hydrochloric acid and extraction with ether afforded the crude product which was purified by filtration through a small column of neutral alumina and crystallization from ether-petroleum ether to give 1-acetamido-7,7-dimethylnorbornane m.p. 133°-134° (Kofler) after previous softening. was added dropwise The ice-bath was removed was kept at room temperature until the reaction Dilution with water, acidification with dilute hydrochloric acid and extraction with ether afforded the crude product which was purified by filtration through a small column of neutral alumina and crystallization from ether-petroleum ether

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

Procedure: A stirred mixture of 1-amino-7,7-dimethylnorbornane (0.7 gm) potassium carbonate (0.77 gm) and 2,2'-dichlorodiethyl ether (3 ml) was heated at 130° for 2 hrs. The reaction mixture was then cooled and partitioned between ether and 2 N hydrochloric acid solution. The aqueous layer was separated basified and extracted into ether. The organic layer was dried, and evaporated. The residue (0.8 gm) after purification by chromatography was dissolved in dry ether and treated with hydrogen chloride to give the title compound (0.33 gm) m.p. 243° to 246°. was heated at 130° for 2 hrs The reaction mixture was then cooled partitioned between ether and 2 N hydrochloric acid solution The aqueous layer was separated extracted into ether The organic layer was dried evaporated The residue (0.8 gm) after purification by chromatography was dissolved in dry ether treated with hydrogen chloride

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

Procedure: A stirred mixture of 1-amino-7,7-dimethylnorbornane (0.7 gm) potassium carbonate (0.77 gm) and 2,2'-dichlorodiethyl ether (3 ml) was heated at 130° for 2 hrs. The reaction mixture was then cooled and partitioned between ether and 2 N hydrochloric acid solution. The aqueous layer was separated basified and extracted into ether. The organic layer was dried, and evaporated. The residue (0.8 gm) after purification by chromatography was dissolved in dry ether and treated with hydrogen chloride to give the title compound (0.33 gm) m.p. 243° to 246°. was heated at 130° for 2 hrs The reaction mixture was then cooled partitioned between ether and 2 N hydrochloric acid solution The aqueous layer was separated extracted into ether The organic layer was dried evaporated The residue (0.8 gm) after purification by chromatography was dissolved in dry ether treated with hydrogen chloride

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

Procedure: A solution of 1-amino-7,7-dimethylnorbornane (1.022 g) in pyridine (10 ml) was cooled in an ice-bath and stirred whilst acetyl chloride (1 ml) was added dropwise. The ice-bath was removed and the mixture was kept at room temperature until the reaction was complete. Dilution with water, acidification with dilute hydrochloric acid and extraction with ether afforded the crude product which was purified by filtration through a small column of neutral alumina and crystallization from ether-petroleum ether to give 1-acetamido-7,7-dimethylnorbornane m.p. 133°-134° (Kofler) after previous softening. was added dropwise The ice-bath was removed was kept at room temperature until the reaction Dilution with water, acidification with dilute hydrochloric acid and extraction with ether afforded the crude product which was purified by filtration through a small column of neutral alumina and crystallization from ether-petroleum ether

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

Procedure: A stirred mixture of 1-amino-7,7-dimethylnorbornane (0.7 gm) potassium carbonate (0.77 gm) and 2,2'-dichlorodiethyl ether (3 ml) was heated at 130° for 2 hrs. The reaction mixture was then cooled and partitioned between ether and 2 N hydrochloric acid solution. The aqueous layer was separated basified and extracted into ether. The organic layer was dried, and evaporated. The residue (0.8 gm) after purification by chromatography was dissolved in dry ether and treated with hydrogen chloride to give the title compound (0.33 gm) m.p. 243° to 246°. was heated at 130° for 2 hrs The reaction mixture was then cooled partitioned between ether and 2 N hydrochloric acid solution The aqueous layer was separated extracted into ether The organic layer was dried evaporated The residue (0.8 gm) after purification by chromatography was dissolved in dry ether treated with hydrogen chloride

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

Procedure: A solution of 1-amino-7,7-dimethylnorbornane (1.022 g) in pyridine (10 ml) was cooled in an ice-bath and stirred whilst acetyl chloride (1 ml) was added dropwise. The ice-bath was removed and the mixture was kept at room temperature until the reaction was complete. Dilution with water, acidification with dilute hydrochloric acid and extraction with ether afforded the crude product which was purified by filtration through a small column of neutral alumina and crystallization from ether-petroleum ether to give 1-acetamido-7,7-dimethylnorbornane m.p. 133°-134° (Kofler) after previous softening. was added dropwise The ice-bath was removed was kept at room temperature until the reaction Dilution with water, acidification with dilute hydrochloric acid and extraction with ether afforded the crude product which was purified by filtration through a small column of neutral alumina and crystallization from ether-petroleum ether