dodecane-1,2-diol

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

Procedure: A 125 ml round bottom flask equipped with a Dean-Stark trap was charged with 10 g of 1,2-dodecanediol, 7.1 g of diethyl carbonate and 50 ml of benzene. The solution was stirred until homogeneous and then 50 mg of 60% NaH was added. The reaction mixture was refluxed for 6 hours and then concentrated to afford 12.2 g of oil. This was taken up in 100 ml of pet. ether and allowed to crystallize in freezer whereupon 1.1 g of starting diol was recovered. Concentration of the filtrate gave 9.53 g (89.66%) of a colorless oil. A 125 ml round bottom flask equipped with a Dean-Stark trap was added The reaction mixture was refluxed for 6 hours concentrated

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

Procedure: A 125 ml round bottom flask equipped with a Dean-Stark trap was charged with 10 g of 1,2-dodecanediol, 7.1 g of diethyl carbonate and 50 ml of benzene. The solution was stirred until homogeneous and then 50 mg of 60% NaH was added. The reaction mixture was refluxed for 6 hours and then concentrated to afford 12.2 g of oil. This was taken up in 100 ml of pet. ether and allowed to crystallize in freezer whereupon 1.1 g of starting diol was recovered. Concentration of the filtrate gave 9.53 g (89.66%) of a colorless oil. A 125 ml round bottom flask equipped with a Dean-Stark trap was added The reaction mixture was refluxed for 6 hours concentrated

Conditions: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 168.3 g (1.0 mol) of 1-dodecene and 73.6 g (1.6 mol) of formic acid were mixed. This mixture was heated to 100° C. and then 115.7 g (1.7 mol) of 50% strength hydrogen peroxide solution were added dropwise over a period of 2 hours. The mixture was then stirred at 100° C. for 45 min. 64.1 g (2 mol) of methanol and 0.1 g of concentrated sulfuric acid were added, and the mixture was heated under reflux for 30 min and then the methyl formate, methanol and water were removed by distillation under atmospheric pressure. A >99% pure main fraction was isolated after the subsequent workup by distillation. The freshly distilled target product had an unpleasant, pungent odor. the mixture was heated under reflux for 30 min the methyl formate, methanol and water were removed by distillation under atmospheric pressure A >99% pure main fraction was isolated after the subsequent workup by distillation

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

Procedure: 336 g (2.00 mol) of 1-dodecene were reacted with 236 g of formic acid and 185 g of a 50% strength aqueous H2O2 solution in accordance with Example 4. 412 g of ethanol were employed for the Marlon AS3 acid-catalyzed transesterification, and the main fraction obtained after the workup by distillation was 99.5% pure, virtually odorless 1,2-dodecanediol. the main fraction obtained after the workup by distillation

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

Procedure: Racemic 2-n-decyl-2,3-dihydro-thieno[3,4-b][1,4]dioxine was synthesized by transetherification of 3,4-dimethoxythiophene with racemic 1,2-dodecanediol as described in EXAMPLE 1. It was characterized by GC-MS and H-NMR-spectroscopy, and exhibited no optical rotation.

Conditions: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 168.3 g (1.0 mol) of 1-dodecene and 73.6 g (1.6 mol) of formic acid were mixed. This mixture was heated to 100° C. and then 115.7 g (1.7 mol) of 50% strength hydrogen peroxide solution were added dropwise over a period of 2 hours. The mixture was then stirred at 100° C. for 45 min. 64.1 g (2 mol) of methanol and 0.1 g of concentrated sulfuric acid were added, and the mixture was heated under reflux for 30 min and then the methyl formate, methanol and water were removed by distillation under atmospheric pressure. A >99% pure main fraction was isolated after the subsequent workup by distillation. The freshly distilled target product had an unpleasant, pungent odor. the mixture was heated under reflux for 30 min the methyl formate, methanol and water were removed by distillation under atmospheric pressure A >99% pure main fraction was isolated after the subsequent workup by distillation

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

Procedure: 336 g (2.00 mol) of 1-dodecene were reacted with 236 g of formic acid and 185 g of a 50% strength aqueous H2O2 solution in accordance with Example 4. 412 g of ethanol were employed for the Marlon AS3 acid-catalyzed transesterification, and the main fraction obtained after the workup by distillation was 99.5% pure, virtually odorless 1,2-dodecanediol. the main fraction obtained after the workup by distillation

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

Procedure: Racemic 2-n-decyl-2,3-dihydro-thieno[3,4-b][1,4]dioxine was synthesized by transetherification of 3,4-dimethoxythiophene with racemic 1,2-dodecanediol as described in EXAMPLE 1. It was characterized by GC-MS and H-NMR-spectroscopy, and exhibited no optical rotation.

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

Procedure: Approximately 151 g of 1,2-dodecanediol and ~150 g of toluene were charged to a 1 liter reactor equipped with agitator, heater and Dean-Stark tube with condenser and provision for using a nitrogen vapor space blanket. The contents were heated up to ~75° C., and 45 g of boric acid was added. The mixture was heated up to 155° C. over a period of ~5 hours until water evolution stopped. The solvent was removed by vacuum distillation and the product was filtered hot through diatomaceous earth. The product was a viscous, clear yellow fluid. equipped with agitator, heater and Dean-Stark tube with condenser The contents were heated up to ~75° C. The solvent was removed by vacuum distillation the product was filtered hot through diatomaceous earth

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

Procedure: Approximately 151 g of 1,2-dodecanediol and ~150 g of toluene were charged to a 1 liter reactor equipped with agitator, heater and Dean-Stark tube with condenser and provision for using a nitrogen vapor space blanket. The contents were heated up to ~75° C., and 45 g of boric acid was added. The mixture was heated up to 155° C. over a period of ~5 hours until water evolution stopped. The solvent was removed by vacuum distillation and the product was filtered hot through diatomaceous earth. The product was a viscous, clear yellow fluid. equipped with agitator, heater and Dean-Stark tube with condenser The contents were heated up to ~75° C. The solvent was removed by vacuum distillation the product was filtered hot through diatomaceous earth

Conditions: temp:75.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Approximately 151 g of 1,2-dodecanediol and 150 g of toluene were charged to a 1 liter reactor equipped with agitator, heater and Dean-Stark tube with condenser and provision for using a nitrogen vapor space blanket. The contents were heated up to 75° C., and 45 g of boric acid was added. The mixture was heated up to 155° C. over a period of 5 hours until water evolution stopped. The solvent was removed by vacuum distillation and the product was filtered hot through diatomaceous earth. The product was a viscous, clear yellow fluid. equipped with agitator, heater and Dean-Stark tube with condenser The solvent was removed by vacuum distillation the product was filtered hot through diatomaceous earth

Conditions: temp:75.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Approximately 151 g of 1,2-dodecanediol and 150 g of toluene were charged to a 1 liter reactor equipped with agitator, heater and Dean-Stark tube with condenser and provision for using a nitrogen vapor space blanket. The contents were heated up to 75° C., and 45 g of boric acid was added. The mixture was heated up to 155° C. over a period of 5 hours until water evolution stopped. The solvent was removed by vacuum distillation and the product was filtered hot through diatomaceous earth. The product was a viscous, clear yellow fluid. equipped with agitator, heater and Dean-Stark tube with condenser The solvent was removed by vacuum distillation the product was filtered hot through diatomaceous earth