4-cyclohexylbutanoyl chloride

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

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

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

Procedure: 4 g of 4-cyclohexylbutyryl chloride dissolved in 10 ml of CCl4 are added to a suspension of 2.9 g of AlCl3 in 40 ml of CCl4 at +4° C. 4.2 g of 2,5-diethoxytoluene in 20 ml of CCl4 are added dropwise. After 4 hours at +4° C., the reaction medium is poured into dilute ice-cold HCl solution. DCM is added, the phases are separated out by settling and the organic phase is then dried over MgSO4. After evaporation of the solvent, the product is purified by chromatography on silica H, eluting with toluene. 5.33 g of the expected compound are obtained: m.p.=49-50° C. the reaction medium is poured into dilute ice-cold HCl solution the phases are separated out the organic phase is then dried over MgSO4 After evaporation of the solvent the product is purified by chromatography on silica H eluting with toluene

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

Procedure: 3.77 g of 4-cyclohexanebutyryl chloride dissolved in 10 ml of CCl4 are added to a suspension of 2.8 g of AlCl3 in 20 ml of CCl4 at +4° C. under nitrogen. 5.2 g of 2,5-dimethoxychlorobenzene in 10 ml of CCl4 are added dropwise and the mixture is then left stirring for 3 hours at RT. The reaction medium is hydrolysed with dilute HCl solution, the phases are then separated by settling and the organic phase is extracted with DCM. After drying over MgSO4, the solution is evaporated and the residue is then purified by chromatography on silica, eluting with a heptane/DCM mixture (60/40; v/v) and then with pure DCM. 3.37 g of the expected compound are obtained: m.p.=80-81° C. the mixture is then left the phases are then separated the organic phase is extracted with DCM After drying over MgSO4 the solution is evaporated the residue is then purified by chromatography on silica eluting with a heptane/DCM mixture (60/40; v/v)

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

Procedure: 3.77 g of 4-cyclohexanebutyryl chloride dissolved in 10 ml of CCl4 are added to a suspension of 2.8 g of AlCl3 in 20 ml of CCl4 at +4° C. under nitrogen. 5.2 g of 2,5-dimethoxychlorobenzene in 10 ml of CCl4 are added dropwise and the mixture is then left stirring for 3 hours at RT. The reaction medium is hydrolysed with dilute HCl solution, the phases are then separated by settling and the organic phase is extracted with DCM. After drying over MgSO4, the solution is evaporated and the residue is then purified by chromatography on silica, eluting with a heptane/DCM mixture (60/40; v/v) and then with pure DCM. 3.37 g of the expected compound are obtained: m.p.=80-81° C. the mixture is then left the phases are then separated the organic phase is extracted with DCM After drying over MgSO4 the solution is evaporated the residue is then purified by chromatography on silica eluting with a heptane/DCM mixture (60/40; v/v)

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

Procedure: 3.53 g of AlCl3 and 5 g of 4-cyclohexanebutyryl chloride in 100 ml of CCl4 are mixed together and 5 g of 1,3-dimethoxybenzene are added dropwise, at 0° C. After stirring for 3 hours at 0° C., the entire mixture is poured onto dilute ice-cold HCl solution. The organic phase is separated out by settling and is then washed with 0.5N NaOH. After drying over MgSO4 and evaporation of the solvent, the residue is chromatographed on a column of silica H, eluting with toluene, to give 4.5 g of the expected compound in the form of an oil. the entire mixture is poured onto dilute ice-cold HCl solution The organic phase is separated out is then washed with 0.5N NaOH After drying over MgSO4 and evaporation of the solvent the residue is chromatographed on a column of silica H eluting with toluene

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

Procedure: 10 g of 2,4-dimethoxychlorobenzene and 10.93 g of 4-cyclohexanebutyryl chloride obtained in step 1 of Preparation 1.1 in 100 ml of CCl4 are mixed together at 0° C. and 6.35 ml of TiCl4 are added. After stirring for 2 hours at 0° C., the mixture is poured onto ice-cold 1N HCl solution and the organic phase is then separated out by settling and washed with 0.5N NaOH. After drying over MgSO4 and evaporation of the solvent, 20 g of the expected product are obtained. are mixed together at 0° C. the mixture is poured onto ice-cold 1N HCl solution the organic phase is then separated out washed with 0.5N NaOH After drying over MgSO4 and evaporation of the solvent, 20 g of the expected product are obtained

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

Procedure: 10 g of 2,4-dimethoxychlorobenzene and 10.93 g of 4-cyclohexanebutyryl chloride obtained in step 1 of Preparation 1.1 in 100 ml of CCl4 are mixed together at 0° C. and 6.35 ml of TiCl4 are added. After stirring for 2 hours at 0° C., the mixture is poured onto ice-cold 1N HCl solution and the organic phase is then separated out by settling and washed with 0.5N NaOH. After drying over MgSO4 and evaporation of the solvent, 20 g of the expected product are obtained. are mixed together at 0° C. the mixture is poured onto ice-cold 1N HCl solution the organic phase is then separated out washed with 0.5N NaOH After drying over MgSO4 and evaporation of the solvent, 20 g of the expected product are obtained

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

Procedure: 50 g of 4-cyclohexanebutyric acid are refluxed for 4 hours in 160 ml of thionyl chloride. After evaporation of the excess thionyl chloride, the expected product is distilled off. b.p.=70-80° C. at 400 Pa. After evaporation of the excess thionyl chloride the expected product is distilled off

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

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

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

Procedure: The title compound was prepared from 4-cyclohexylbutyryl chloride and 4-hydroxycoumarin following the same procedure used in Example 13, m.p. 160°-161° C.; NMR (CDCl3) δ0.82 (m, 2H), 1.15 (m, 5H), 1.38 (m, 2H), 1.51-1.66 (m, 8H), 2.62 (t, 2H), 7.21 (bs, 1H), 7.26-7.34 (m, 2H), 7.53 (m, 1H), 7.87 (dd, 1H).