phenyl 2-chloroacetate

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

Procedure: To a 250 ml three-necked round-bottomed flask fitted with a reflux condenser, magnetic stirrer, internal thermometer, addition funnel, and argon inlet are added N-[2-((phenoxycarbonyl)oxy)ethyl]-N,N-dimethylamine (25.00 g, 0.120 mol), acetonitrile (100 ml), and phenyl chloroacetate (20.38 g, 0.120 mol) over 5 min. After addition is complete, the mixture is heated to reflux for 3 h. The cooled mixture is triturated with ether (500 ml). A white solid, 23.15 g (51%) is isolated to give 9. To a 250 ml three-necked round-bottomed flask fitted with a reflux condenser, magnetic stirrer internal thermometer, addition funnel, and argon inlet After addition the mixture is heated to reflux for 3 h The cooled mixture is triturated with ether (500 ml) A white solid, 23.15 g (51%) is isolated to give 9

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

Procedure: To a 250 ml three-necked round-bottomed flask fitted with a reflux condenser, magnetic stirrer, internal thermometer, addition funnel, and argon inlet are added N-[2-((phenoxycarbonyl)oxy)ethyl]-N,N-dimethylamine (25.00 g, 0.120 mol), acetonitrile (100 ml), and phenyl chloroacetate (20.38 g, 0.120 mol) over 5 min. After addition is complete, the mixture is heated to reflux for 3 h. The cooled mixture is triturated with ether (500 ml). A white solid, 23.15 g (51%) is isolated to give 9. To a 250 ml three-necked round-bottomed flask fitted with a reflux condenser, magnetic stirrer internal thermometer, addition funnel, and argon inlet After addition the mixture is heated to reflux for 3 h The cooled mixture is triturated with ether (500 ml) A white solid, 23.15 g (51%) is isolated to give 9

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

Procedure: 20 g of zinc dust, 20 go of triphenylphosphine, 3 g of sodium iodide and 1.3 of nickel(II) chloride in 150 ml of dimethylformamide were initially introduced into the reaction vessel under a nitrogen atmosphere. The mixture was kept at 60° C. for half an hour. A solution containing 12.3 g (0.1 mol) of 4-chlorotoluene, 17.1 g (0.1 mol) of 4-chloroacetoxybenzene and 50 ml of dimethylformamide was then added dropwise. After 6 hours at 80° C., the reaction mixture was filtered, the filtrate was concentrated, the residue was dissolved in 500 ml of chloroform and the mixture was extracted by shaking with water. After drying the organic phase over sodium sulphate and stripping off the solvent, the oily residue was analyzed by gas chromatography. The yield of 4-acetoxy-4'-methylbiphenyl was 40% of theory. The mixture was kept at 60° C. for half an hour was then added dropwise the reaction mixture was filtered the filtrate was concentrated the residue was dissolved in 500 ml of chloroform the mixture was extracted After drying the organic phase over sodium sulphate

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

Procedure: 20 g of zinc dust, 20 go of triphenylphosphine, 3 g of sodium iodide and 1.3 of nickel(II) chloride in 150 ml of dimethylformamide were initially introduced into the reaction vessel under a nitrogen atmosphere. The mixture was kept at 60° C. for half an hour. A solution containing 12.3 g (0.1 mol) of 4-chlorotoluene, 17.1 g (0.1 mol) of 4-chloroacetoxybenzene and 50 ml of dimethylformamide was then added dropwise. After 6 hours at 80° C., the reaction mixture was filtered, the filtrate was concentrated, the residue was dissolved in 500 ml of chloroform and the mixture was extracted by shaking with water. After drying the organic phase over sodium sulphate and stripping off the solvent, the oily residue was analyzed by gas chromatography. The yield of 4-acetoxy-4'-methylbiphenyl was 40% of theory. The mixture was kept at 60° C. for half an hour was then added dropwise the reaction mixture was filtered the filtrate was concentrated the residue was dissolved in 500 ml of chloroform the mixture was extracted After drying the organic phase over sodium sulphate

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

Procedure: To a 250 ml three-necked round-bottomed flask fitted with a reflux condenser, magnetic stirrer, internal thermometer, addition funnel, and argon inlet are added N-[2-((phenoxycarbonyl)oxy)ethyl]-N,N-dimethylamine (25.00 g, 0.120 mol), acetonitrile (100 ml), and phenyl chloroacetate (20.38 g, 0.120 mol) over 5 min. After addition is complete, the mixture is heated to reflux for 3 h. The cooled mixture is triturated with ether (500 ml). A white solid, 23.15 g (51%) is isolated to give 9. To a 250 ml three-necked round-bottomed flask fitted with a reflux condenser, magnetic stirrer internal thermometer, addition funnel, and argon inlet After addition the mixture is heated to reflux for 3 h The cooled mixture is triturated with ether (500 ml) A white solid, 23.15 g (51%) is isolated to give 9

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

Procedure: To a 250 ml three-necked round-bottomed flask fitted with a reflux condenser, magnetic stirrer, internal thermometer, addition funnel, and argon inlet are added N-[2-((phenoxycarbonyl)oxy)ethyl]-N,N-dimethylamine (25.00 g, 0.120 mol), acetonitrile (100 ml), and phenyl chloroacetate (20.38 g, 0.120 mol) over 5 min. After addition is complete, the mixture is heated to reflux for 3 h. The cooled mixture is triturated with ether (500 ml). A white solid, 23.15 g (51%) is isolated to give 9. To a 250 ml three-necked round-bottomed flask fitted with a reflux condenser, magnetic stirrer internal thermometer, addition funnel, and argon inlet After addition the mixture is heated to reflux for 3 h The cooled mixture is triturated with ether (500 ml) A white solid, 23.15 g (51%) is isolated to give 9

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

Procedure: To a 250 ml three-necked round-bottomed flask fitted with a reflux condenser, magnetic stirrer, internal thermometer, addition funnel, and argon inlet are added N-[2-((phenoxycarbonyl)oxy)ethyl]-N,N-dimethylamine (25.00 g, 0.120 mol), acetonitrile (100 ml), and phenyl chloroacetate (20.38 g, 0.120 mol) over 5 min. After addition is complete, the mixture is heated to reflux for 3 h. The cooled mixture is triturated with ether (500 ml). A white solid, 23.15 g (51%) is isolated to give 9. To a 250 ml three-necked round-bottomed flask fitted with a reflux condenser, magnetic stirrer internal thermometer, addition funnel, and argon inlet After addition the mixture is heated to reflux for 3 h The cooled mixture is triturated with ether (500 ml) A white solid, 23.15 g (51%) is isolated to give 9

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

Procedure: To a 250 ml three-necked round-bottomed flask fitted with a reflux condenser, magnetic stirrer, internal thermometer, addition funnel, and argon inlet are added N-[2-((phenoxycarbonyl)oxy)ethyl]-N,N-dimethylamine (25.00 g, 0.120 mol), acetonitrile (100 ml), and phenyl chloroacetate (20.38 g, 0.120 mol) over 5 min. After addition is complete, the mixture is heated to reflux for 3 h. The cooled mixture is triturated with ether (500 ml). A white solid, 23.15 g (51%) is isolated to give 9. To a 250 ml three-necked round-bottomed flask fitted with a reflux condenser, magnetic stirrer internal thermometer, addition funnel, and argon inlet After addition the mixture is heated to reflux for 3 h The cooled mixture is triturated with ether (500 ml) A white solid, 23.15 g (51%) is isolated to give 9

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

Procedure: 20 g of zinc dust, 20 go of triphenylphosphine, 3 g of sodium iodide and 1.3 of nickel(II) chloride in 150 ml of dimethylformamide were initially introduced into the reaction vessel under a nitrogen atmosphere. The mixture was kept at 60° C. for half an hour. A solution containing 12.3 g (0.1 mol) of 4-chlorotoluene, 17.1 g (0.1 mol) of 4-chloroacetoxybenzene and 50 ml of dimethylformamide was then added dropwise. After 6 hours at 80° C., the reaction mixture was filtered, the filtrate was concentrated, the residue was dissolved in 500 ml of chloroform and the mixture was extracted by shaking with water. After drying the organic phase over sodium sulphate and stripping off the solvent, the oily residue was analyzed by gas chromatography. The yield of 4-acetoxy-4'-methylbiphenyl was 40% of theory. The mixture was kept at 60° C. for half an hour was then added dropwise the reaction mixture was filtered the filtrate was concentrated the residue was dissolved in 500 ml of chloroform the mixture was extracted After drying the organic phase over sodium sulphate

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

Procedure: To a 250 ml three-necked round-bottomed flask fitted with a reflux condenser, magnetic stirrer, internal thermometer, addition funnel, and argon inlet are added N-[2-((phenoxycarbonyl)oxy)ethyl]-N,N-dimethylamine (25.00 g, 0.120 mol), acetonitrile (100 ml), and phenyl chloroacetate (20.38 g, 0.120 mol) over 5 min. After addition is complete, the mixture is heated to reflux for 3 h. The cooled mixture is triturated with ether (500 ml). A white solid, 23.15 g (51%) is isolated to give 9. To a 250 ml three-necked round-bottomed flask fitted with a reflux condenser, magnetic stirrer internal thermometer, addition funnel, and argon inlet After addition the mixture is heated to reflux for 3 h The cooled mixture is triturated with ether (500 ml) A white solid, 23.15 g (51%) is isolated to give 9