tert-butyl 2,2-dichlorocyclopropane-1-carboxylate

Conditions: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of tert-butyl 2,2-dichlorocyclopropanecarboxylate (1.0 g, 4.7 mmol), tributyltin hydride (1.68 g, 5.7 mmol) and AIBN (50 mg) were heated to 90° C. for 1 h. The mixture was cooled to room temperature and distillation afforded a mixture of cis and trans t-butyl 2-chloro-1-cyclopropane carboxylate (220 mg, yield: 26%). The mixture was cooled to room temperature distillation afforded

Conditions: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of tert-butyl 2,2-dichlorocyclopropanecarboxylate (1.0 g, 4.7 mmol), tributyltin hydride (1.68 g, 5.7 mmol) and AIBN (50 mg) were heated to 90° C. for 1 h. The mixture was cooled to room temperature and distillation afforded a mixture of cis and trans t-butyl 2-chloro-1-cyclopropane carboxylate (220 mg, yield: 26%). The mixture was cooled to room temperature distillation afforded

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

Procedure: Tert-butyl acrylate (32 g, 0.25 mol), CHCl3 (318 g, 3 mol), tetramethyl ammonium chloride (0.75 g, 0.0050 mol) and 50% aqueous NaOH (300 mL) were stirred at 45-50° C. for 8 hours. The mixture was diluted with water (400 mL) and the organic layer was separated. The aqueous layer was extracted with CHCl3 (75 mL). The combined organic extracts were washed with 1N HCl (200 mL) and water (250 mL), dried over Na2SO4, and concentrated under reduced pressure. The crude product was distilled to give tert-butyl 2,2-dichlorocyclopropanecarboxylate as colorless oil (16 g, yield: 30%). 1H-NMR (500 MHz, CDCl3,): δ 2.48 (m, 1H), 2.00 (m, 1H), 1.81 (m, 1H), 1.52 (s, 9H). the organic layer was separated The aqueous layer was extracted with CHCl3 (75 mL) The combined organic extracts were washed with 1N HCl (200 mL) and water (250 mL) dried over Na2SO4 concentrated under reduced pressure The crude product was distilled

Conditions: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of tert-butyl 2,2-dichlorocyclopropanecarboxylate (1.0 g, 4.7 mmol), tributyltin hydride (1.68 g, 5.7 mmol) and AIBN (50 mg) were heated to 90° C. for 1 h. The mixture was cooled to room temperature and distillation afforded a mixture of cis and trans t-butyl 2-chloro-1-cyclopropane carboxylate (220 mg, yield: 26%). The mixture was cooled to room temperature distillation afforded

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

Procedure: Tert-butyl acrylate (32 g, 0.25 mol), CHCl3 (318 g, 3 mol), tetramethyl ammonium chloride (0.75 g, 0.0050 mol) and 50% aqueous NaOH (300 mL) were stirred at 45-50° C. for 8 hours. The mixture was diluted with water (400 mL) and the organic layer was separated. The aqueous layer was extracted with CHCl3 (75 mL). The combined organic extracts were washed with 1N HCl (200 mL) and water (250 mL), dried over Na2SO4, and concentrated under reduced pressure. The crude product was distilled to give tert-butyl 2,2-dichlorocyclopropanecarboxylate as colorless oil (16 g, yield: 30%). 1H-NMR (500 MHz, CDCl3,): δ 2.48 (m, 1H), 2.00 (m, 1H), 1.81 (m, 1H), 1.52 (s, 9H). the organic layer was separated The aqueous layer was extracted with CHCl3 (75 mL) The combined organic extracts were washed with 1N HCl (200 mL) and water (250 mL) dried over Na2SO4 concentrated under reduced pressure The crude product was distilled