1-(BOC-氨甲基)环丙醇

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: tert-Butyl (1-hydroxycyclopropyl)methylcarbamate (150 mg) was dissolved in dry DMF (2 mL) and Cs2CO3 (313 mg, 0.961 mmol) was added, followed by MeI (0.053 mL, 0.841 mmol). The light yellow suspension was stirred in a sealed vessel at room temperature overnight. More MeI (0.050 mL, 0.801 mmol) was added and stirring was continued for 2 d. The reaction mixture was partitioned between aqueous saturated NaHCO3 (25 mL) and EtOAc (25 mL). The aqueous layer was extracted with EtOAc (2×10 mL) and the combined organic layers were washed with saturated aqueous NaHCO3 (2×25 mL). The organic layer was washed with brine (2×25 mL) and dried on Na2SO4 before concentration in vacuo to give a yellow oil. The product was filtered over a plug of silica (eluent heptane/iPr2O 1:1) to give the title compound (90 mg, 16% from 1-(aminomethyl)cyclopropanol) as a colorless oil. stirring was continued for 2 d The reaction mixture was partitioned between aqueous saturated NaHCO3 (25 mL) and EtOAc (25 mL) The aqueous layer was extracted with EtOAc (2×10 mL) the combined organic layers were washed with saturated aqueous NaHCO3 (2×25 mL) The organic layer was washed with brine (2×25 mL) dried on Na2SO4 before concentration in vacuo to give a yellow oil The product was filtered over a plug of silica (eluent heptane/iPr2O 1:1)

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: tert-Butyl (1-hydroxycyclopropyl)methylcarbamate (150 mg) was dissolved in dry DMF (2 mL) and Cs2CO3 (313 mg, 0.961 mmol) was added, followed by MeI (0.053 mL, 0.841 mmol). The light yellow suspension was stirred in a sealed vessel at room temperature overnight. More MeI (0.050 mL, 0.801 mmol) was added and stirring was continued for 2 d. The reaction mixture was partitioned between aqueous saturated NaHCO3 (25 mL) and EtOAc (25 mL). The aqueous layer was extracted with EtOAc (2×10 mL) and the combined organic layers were washed with saturated aqueous NaHCO3 (2×25 mL). The organic layer was washed with brine (2×25 mL) and dried on Na2SO4 before concentration in vacuo to give a yellow oil. The product was filtered over a plug of silica (eluent heptane/iPr2O 1:1) to give the title compound (90 mg, 16% from 1-(aminomethyl)cyclopropanol) as a colorless oil. stirring was continued for 2 d The reaction mixture was partitioned between aqueous saturated NaHCO3 (25 mL) and EtOAc (25 mL) The aqueous layer was extracted with EtOAc (2×10 mL) the combined organic layers were washed with saturated aqueous NaHCO3 (2×25 mL) The organic layer was washed with brine (2×25 mL) dried on Na2SO4 before concentration in vacuo to give a yellow oil The product was filtered over a plug of silica (eluent heptane/iPr2O 1:1)

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: tert-Butyl (1-hydroxycyclopropyl)methylcarbamate (150 mg) was dissolved in dry DMF (2 mL) and Cs2CO3 (313 mg, 0.961 mmol) was added, followed by MeI (0.053 mL, 0.841 mmol). The light yellow suspension was stirred in a sealed vessel at room temperature overnight. More MeI (0.050 mL, 0.801 mmol) was added and stirring was continued for 2 d. The reaction mixture was partitioned between aqueous saturated NaHCO3 (25 mL) and EtOAc (25 mL). The aqueous layer was extracted with EtOAc (2×10 mL) and the combined organic layers were washed with saturated aqueous NaHCO3 (2×25 mL). The organic layer was washed with brine (2×25 mL) and dried on Na2SO4 before concentration in vacuo to give a yellow oil. The product was filtered over a plug of silica (eluent heptane/iPr2O 1:1) to give the title compound (90 mg, 16% from 1-(aminomethyl)cyclopropanol) as a colorless oil. stirring was continued for 2 d The reaction mixture was partitioned between aqueous saturated NaHCO3 (25 mL) and EtOAc (25 mL) The aqueous layer was extracted with EtOAc (2×10 mL) the combined organic layers were washed with saturated aqueous NaHCO3 (2×25 mL) The organic layer was washed with brine (2×25 mL) dried on Na2SO4 before concentration in vacuo to give a yellow oil The product was filtered over a plug of silica (eluent heptane/iPr2O 1:1)