(1-methylcyclopropyl)methyl methanesulfonate

Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Treat a 0° C. solution of (1-methylcyclopropyl)methanol (1.0 g, 11.61 mmol) in DCM (50 mL) with TEA (1.29 g, 12.77 mmol), add methanesulfonyl chloride (1.46 g, 12.77 mmol) drop-wise and stir at 0° C. for 2 h. Warm the mixture to RT, wash with H2O, then brine, dry over Na2SO4 and concentrate to dryness to afford the title compound (1.85 g, 97%) as an oil. 1H NMR (400 MHz, DMSO-d6): δ 4.05 (s, 2H), 3.20 (s, 3H), 1.17 (s, 3H), 0.59 (m, 2H), 0.47 (m, 2H). Warm the mixture to RT wash with H2O brine, dry over Na2SO4 concentrate to dryness

Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Treat a cooled solution (0° C.) of 1-methylcyclopropanemethanol (2.0 g, 23.22 mmol) in DCM (75 mL) with TEA (2.58 g, 25.5 mmol) and add methanesulfonyl chloride (2.93 g, 25.5 mmol) dropwise. Stir the mixture at 0° C. for 2 h, wash with H2O then brine, dry over Na2SO4 and concentrate to dryness to afford the title compound (3.66 g, 96%) as an oil. 1H NMR (400 MHz, DMSO-d6): δ 3.60 (s, 3H), 2.10 (m, 2H), 0.72 (s, 3H), 0.14 (m, 2H), 0.01 (m, 2H). wash with H2O brine, dry over Na2SO4 concentrate to dryness

Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Treat a cooled solution (0° C.) of 1-methylcyclopropanemethanol (2.0 g, 23.22 mmol) in DCM (75 mL) with TEA (2.58 g, 25.5 mmol) and add methanesulfonyl chloride (2.93 g, 25.5 mmol) dropwise. Stir the mixture at 0° C. for 2 h, wash with H2O then brine, dry over Na2SO4 and concentrate to dryness to afford the title compound (3.66 g, 96%) as an oil. 1H NMR (400 MHz, DMSO-d6): δ 3.60 (s, 3H), 2.10 (m, 2H), 0.72 (s, 3H), 0.14 (m, 2H), 0.01 (m, 2H). wash with H2O brine, dry over Na2SO4 concentrate to dryness

Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Treat a 0° C. solution of (1-methylcyclopropyl)methanol (1.0 g, 11.61 mmol) in DCM (50 mL) with TEA (1.29 g, 12.77 mmol), add methanesulfonyl chloride (1.46 g, 12.77 mmol) drop-wise and stir at 0° C. for 2 h. Warm the mixture to RT, wash with H2O, then brine, dry over Na2SO4 and concentrate to dryness to afford the title compound (1.85 g, 97%) as an oil. 1H NMR (400 MHz, DMSO-d6): δ 4.05 (s, 2H), 3.20 (s, 3H), 1.17 (s, 3H), 0.59 (m, 2H), 0.47 (m, 2H). Warm the mixture to RT wash with H2O brine, dry over Na2SO4 concentrate to dryness

Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Treat a cooled solution (0° C.) of 1-methylcyclopropanemethanol (2.0 g, 23.22 mmol) in DCM (75 mL) with TEA (2.58 g, 25.5 mmol) and add methanesulfonyl chloride (2.93 g, 25.5 mmol) dropwise. Stir the mixture at 0° C. for 2 h, wash with H2O then brine, dry over Na2SO4 and concentrate to dryness to afford the title compound (3.66 g, 96%) as an oil. 1H NMR (400 MHz, DMSO-d6): δ 3.60 (s, 3H), 2.10 (m, 2H), 0.72 (s, 3H), 0.14 (m, 2H), 0.01 (m, 2H). wash with H2O brine, dry over Na2SO4 concentrate to dryness