cyclohexyl methanesulfonate

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

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

Procedure: In a manner similar to the methods described in Example 128a and 112b, 5-iodo-2-hydroxy-benzaldehyde was reacted with methanesulfonic acid cyclohexyl ester and potassium carbonate to give 5-Iodo-2-(cyclohexyloxy)-benzaldehyde, which was subsequently reacted with LHMDS, acetyl chloride, triethylamine and chloro-trimethyl-silane to give the title compound and directly used for the next step.

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

Procedure: In a manner similar to the method described in Example 4a, 5-chloro salicylaldehyde (Aldrich) reacted with methanesulfonic acid cyclohexyl ester prepared in Example 132a and potassium carbonate in dimethylformamide to give a solid. MS (H+), 239. to give a solid

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

Procedure: In a manner similar to the method described in Example 4a, 5-chloro salicylaldehyde (Aldrich) reacted with methanesulfonic acid cyclohexyl ester prepared in Example 132a and potassium carbonate in dimethylformamide to give a solid. MS (H+), 239. to give a solid

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

Procedure: To a stirred solution of cyclohexanol (Aldrich, 10.2 g, 100 mmol) in methylene chloride (250 mL) at 0° C., Methane sulfonyl chloride (8.52 mL, 110 mmol) and triethyl amine (17.5 mL, 125 mmol) were added slowly and the mixture was stirred for 2 hrs. The reaction was quenched with water and the mixture was washed with 0.5 N HCl and brine solution. The organic layer was dried with sodium sulfate. Removal of solvent gave a yellow oil. 18.05 g. The reaction was quenched with water the mixture was washed with 0.5 N HCl and brine solution The organic layer was dried with sodium sulfate Removal of solvent gave a yellow oil

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

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

Procedure: In a manner similar to the methods described in Example 128a and 112b, 5-iodo-2-hydroxy-benzaldehyde was reacted with methanesulfonic acid cyclohexyl ester and potassium carbonate to give 5-Iodo-2-(cyclohexyloxy)-benzaldehyde, which was subsequently reacted with LHMDS, acetyl chloride, triethylamine and chloro-trimethyl-silane to give the title compound and directly used for the next step.

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

Procedure: In a manner similar to the method described in Example 4a, 5-chloro salicylaldehyde (Aldrich) reacted with methanesulfonic acid cyclohexyl ester prepared in Example 132a and potassium carbonate in dimethylformamide to give a solid. MS (H+), 239. to give a solid

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

Procedure: To a stirred solution of cyclohexanol (Aldrich, 10.2 g, 100 mmol) in methylene chloride (250 mL) at 0° C., Methane sulfonyl chloride (8.52 mL, 110 mmol) and triethyl amine (17.5 mL, 125 mmol) were added slowly and the mixture was stirred for 2 hrs. The reaction was quenched with water and the mixture was washed with 0.5 N HCl and brine solution. The organic layer was dried with sodium sulfate. Removal of solvent gave a yellow oil. 18.05 g. The reaction was quenched with water the mixture was washed with 0.5 N HCl and brine solution The organic layer was dried with sodium sulfate Removal of solvent gave a yellow oil