N-(2-hydroxyethyl)-N-methylbenzamide

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

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

Procedure: N-methyl-N-2-oleoyloxyethyl)benzamide was prepared by the procedure of example 1 from 18 gms. (0.1 mole) of N-methyl-N-(2-hydroxyethyl)benzamide and 30 gms. (0.1 mole) of oleoyl chloride. The structure of the final product was characterized on the basis of IR and NMR spectral analyses as described in example 1.

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

Procedure: N-methyl-N-(2-palmitoyloxyethyl)benzamide was prepared by the procedure of example 1 from 18 gms. (0.1 mole) of N-methyl-N-(2-hydroxyethyl)benzamide and 26 gms. (0.1 mole) of palmitoyl chloride. The structure of the final product was characterized on the basis of IR and NMR spectral analyses as described in example 1. N-methyl-N-(2-palmitoyloxyethyl)benzamide was prepared by the procedure of example 1 from 18 gms

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

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

Procedure: N-methyl-N-2-oleoyloxyethyl)benzamide was prepared by the procedure of example 1 from 18 gms. (0.1 mole) of N-methyl-N-(2-hydroxyethyl)benzamide and 30 gms. (0.1 mole) of oleoyl chloride. The structure of the final product was characterized on the basis of IR and NMR spectral analyses as described in example 1.

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

Procedure: N-methyl-N-2-oleoyloxyethyl)benzamide was prepared by the procedure of example 1 from 18 gms. (0.1 mole) of N-methyl-N-(2-hydroxyethyl)benzamide and 30 gms. (0.1 mole) of oleoyl chloride. The structure of the final product was characterized on the basis of IR and NMR spectral analyses as described in example 1.

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

Procedure: N-methyl-N-(2-palmitoyloxyethyl)benzamide was prepared by the procedure of example 1 from 18 gms. (0.1 mole) of N-methyl-N-(2-hydroxyethyl)benzamide and 26 gms. (0.1 mole) of palmitoyl chloride. The structure of the final product was characterized on the basis of IR and NMR spectral analyses as described in example 1. N-methyl-N-(2-palmitoyloxyethyl)benzamide was prepared by the procedure of example 1 from 18 gms

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

Procedure: N-methyl-N-(2-palmitoyloxyethyl)benzamide was prepared by the procedure of example 1 from 18 gms. (0.1 mole) of N-methyl-N-(2-hydroxyethyl)benzamide and 26 gms. (0.1 mole) of palmitoyl chloride. The structure of the final product was characterized on the basis of IR and NMR spectral analyses as described in example 1. N-methyl-N-(2-palmitoyloxyethyl)benzamide was prepared by the procedure of example 1 from 18 gms

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

Procedure: Sodium hydride (60% dispersion in oil, 1.30 g) was added portionwise to a solution of 2-(N-benzoyl-N-methylamino)ethanol (5.0 g) in dry dimethylformamide (100 ml) at room temperature under a nitrogen atmosphere. The mixture was stirred at room temperature for 1 hour prior to the addition of 4-fluorobenzaldehyde (5.09 g, 4.4 ml), and the mixture then heated at 80° C. for 15 hours. The solvent was evaporated and the residue dissolved in water (500 ml) and extracted with ethyl acetate (3×500 ml). The combined ethyl acetate layers were washed with water (2×300 ml), brine (300 ml), dried (MgSO4) and evaporated to yield an oil. The oil was triturated with hexane, and the residue chromatographed on silica gel with 1.5% methanol in dichloromethane to afford the title compound as an oil. the mixture then heated at 80° C. for 15 hours The solvent was evaporated the residue dissolved in water (500 ml) extracted with ethyl acetate (3×500 ml) The combined ethyl acetate layers were washed with water (2×300 ml), brine (300 ml) dried (MgSO4) evaporated to yield an oil The oil was triturated with hexane the residue chromatographed on silica gel with 1.5% methanol in dichloromethane

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

Procedure: Ethyl benzoate (16.0 g, 15.3 ml) was dissolved in 2-(N-methylamino)ethanol (200 ml) and the mixture heated at reflux for 17.5 hours, cooled and diluted with water (1 l). The mixture was extracted with dichloromethane (4×200 ml), and the combined dichloromethane solutions washed with brine (300 ml), dried (MgSO4) and evaporated. The title compound, an oil, was used without further purification. the mixture heated at reflux for 17.5 hours cooled The mixture was extracted with dichloromethane (4×200 ml) the combined dichloromethane solutions washed with brine (300 ml) dried (MgSO4) evaporated The title compound, an oil, was used without further purification

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

Procedure: Ethyl benzoate (16.0 g, 15.3 ml) was dissolved in 2-(N-methylamino)ethanol (200 ml) and the mixture heated at reflux for 17.5 hours, cooled and diluted with water (1 l). The mixture was extracted with dichloromethane (4×200 ml), and the combined dichloromethane solutions washed with brine (300 ml), dried (MgSO4) and evaporated. The title compound, an oil, was used without further purification. the mixture heated at reflux for 17.5 hours cooled The mixture was extracted with dichloromethane (4×200 ml) the combined dichloromethane solutions washed with brine (300 ml) dried (MgSO4) evaporated The title compound, an oil, was used without further purification

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

Procedure: N-methyl-N-2-oleoyloxyethyl)benzamide was prepared by the procedure of example 1 from 18 gms. (0.1 mole) of N-methyl-N-(2-hydroxyethyl)benzamide and 30 gms. (0.1 mole) of oleoyl chloride. The structure of the final product was characterized on the basis of IR and NMR spectral analyses as described in example 1.