2-chloro-1-(2,4-dichlorophenyl)ethanol

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

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

Procedure: 4.2 parts of 1-[2,4-dichloro-β-(2,4-dichlorobenzyloxy)-phenethyl]imidazole and 3 parts of 2,4-dichloro-α-(chloromethyl)-benzyl alcohol are mixed together in 40 parts of benzonitrile and the resulting mixture is stirred at reflux temperature for 3 days. At the end of this period the reaction solvent is evaporated off under reduced pressure to obtain a 1-[2,4-dichloro-β-(2,4-dichlorobenzyloxy)phenethyl]-3-(2,4-dichloro-β-hydroxyphenethyl)imidazolium chloride product as residue. at reflux temperature for 3 days At the end of this period the reaction solvent is evaporated off under reduced pressure

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

Procedure: Cultivation, reaction and purification were carried out in the same way as described in Example 9 except that 2-chloro-1-(2', 4'-dichlorophenyl) ethanon, 2-chloro-1-(3', 4'-dichlorophenyl) ethanone, 2-chloro-1-(2', 5'-dichlorophenyl) ethanone were used as substrate, and (-)-2-chloro-1-(2', 4'-dichlorophenyl) ethanol, (-)-2-chloro-1-(3', 4'-dichlorophenyl) ethanol, (-)-2-chloro-1-(2', 5'-dichlorophenyl) ethanol was obtained. The yield, specific rotation and optical purity determined by high-performance liquid chromatography were shown in Table 6. Cultivation, reaction and purification

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

Procedure: Cultivation, reaction and purification were carried out in the same way as described in Example 9 except that 2-chloro-1-(2', 4'-dichlorophenyl) ethanon, 2-chloro-1-(3', 4'-dichlorophenyl) ethanone, 2-chloro-1-(2', 5'-dichlorophenyl) ethanone were used as substrate, and (-)-2-chloro-1-(2', 4'-dichlorophenyl) ethanol, (-)-2-chloro-1-(3', 4'-dichlorophenyl) ethanol, (-)-2-chloro-1-(2', 5'-dichlorophenyl) ethanol was obtained. The yield, specific rotation and optical purity determined by high-performance liquid chromatography were shown in Table 6. Cultivation, reaction and purification

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

Procedure: 4.2 parts of 1-[2,4-dichloro-β-(2,4-dichlorobenzyloxy)-phenethyl]imidazole and 3 parts of 2,4-dichloro-α-(chloromethyl)-benzyl alcohol are mixed together in 40 parts of benzonitrile and the resulting mixture is stirred at reflux temperature for 3 days. At the end of this period the reaction solvent is evaporated off under reduced pressure to obtain a 1-[2,4-dichloro-β-(2,4-dichlorobenzyloxy)phenethyl]-3-(2,4-dichloro-β-hydroxyphenethyl)imidazolium chloride product as residue. at reflux temperature for 3 days At the end of this period the reaction solvent is evaporated off under reduced pressure

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

Procedure: 4.2 parts of 1-[2,4-dichloro-β-(2,4-dichlorobenzyloxy)-phenethyl]imidazole and 3 parts of 2,4-dichloro-α-(chloromethyl)-benzyl alcohol are mixed together in 40 parts of benzonitrile and the resulting mixture is stirred at reflux temperature for 3 days. At the end of this period the reaction solvent is evaporated off under reduced pressure to obtain a 1-[2,4-dichloro-β-(2,4-dichlorobenzyloxy)phenethyl]-3-(2,4-dichloro-β-hydroxyphenethyl)imidazolium chloride product as residue. at reflux temperature for 3 days At the end of this period the reaction solvent is evaporated off under reduced pressure

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

Procedure: Cultivation, reaction and purification were carried out in the same way as described in Example 9 except that 2-chloro-1-(2', 4'-dichlorophenyl) ethanon, 2-chloro-1-(3', 4'-dichlorophenyl) ethanone, 2-chloro-1-(2', 5'-dichlorophenyl) ethanone were used as substrate, and (-)-2-chloro-1-(2', 4'-dichlorophenyl) ethanol, (-)-2-chloro-1-(3', 4'-dichlorophenyl) ethanol, (-)-2-chloro-1-(2', 5'-dichlorophenyl) ethanol was obtained. The yield, specific rotation and optical purity determined by high-performance liquid chromatography were shown in Table 6. Cultivation, reaction and purification

Conditions: temp:40.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 30 g of sodium were added to a solution of 88.5 g of imidazole in 600 ml of methanol; the solvent was then evaporated off. The residue was dissolved in 300 ml of dimethylformamide and heated to 115°-120° C. To the solution so obtained was added, dropwise and under stirring, a solution of 225 g of 1-(2',4'-dichlorophenyl)-2-chloro-ethanol in 400 ml of dimethylformamide. The mixture was heated to 115°-120° C. and maintained at that temperature for 20 minutes and, after subsequent cooling to 40° C., 2500 ml of iced water were added under vigorous stirring. The product precipitated under stirring over a period of about two hours, the upper liquid was then decanted off, a further 2500 ml of water were added and, after standing, the whole was filtered. The precipitate thus obtained was dried and crystallized from toluene. 170 g of the desired product, melting at 134°-135° C., was obtained. the solvent was then evaporated off The residue was dissolved in 300 ml of dimethylformamide heated to 115°-120° C To the solution so obtained was added The mixture was heated to 115°-120° C. maintained at that temperature for 20 minutes The product precipitated under stirring over a period of about two hours the upper liquid was then decanted off a further 2500 ml of water were added the whole was filtered The precipitate thus obtained was dried crystallized from toluene

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

Conditions: temp:40.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 30 g of sodium were added to a solution of 88.5 g of imidazole in 600 ml of methanol; the solvent was then evaporated off. The residue was dissolved in 300 ml of dimethylformamide and heated to 115°-120° C. To the solution so obtained was added, dropwise and under stirring, a solution of 225 g of 1-(2',4'-dichlorophenyl)-2-chloro-ethanol in 400 ml of dimethylformamide. The mixture was heated to 115°-120° C. and maintained at that temperature for 20 minutes and, after subsequent cooling to 40° C., 2500 ml of iced water were added under vigorous stirring. The product precipitated under stirring over a period of about two hours, the upper liquid was then decanted off, a further 2500 ml of water were added and, after standing, the whole was filtered. The precipitate thus obtained was dried and crystallized from toluene. 170 g of the desired product, melting at 134°-135° C., was obtained. the solvent was then evaporated off The residue was dissolved in 300 ml of dimethylformamide heated to 115°-120° C To the solution so obtained was added The mixture was heated to 115°-120° C. maintained at that temperature for 20 minutes The product precipitated under stirring over a period of about two hours the upper liquid was then decanted off a further 2500 ml of water were added the whole was filtered The precipitate thus obtained was dried crystallized from toluene

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

Procedure: 4.2 parts of 1-[2,4-dichloro-β-(2,4-dichlorobenzyloxy)phenethyl]imidazole and 3 parts of 2,4-dichloro-α-(chloromethyl)benzyl alcohol are mixed together in 40 parts of benzonitrile and the resulting mixture is stirred at reflux temperature for 3 days. At the end of this period the reaction solvent is evaporated off under reduced pressure to obtain a 1-[2,4-dichloro-β-(2,4-dichlorobenzyloxy)phenethyl]-3-(2,4dichloro-β-hydroxyphenethyl)imidazolium chloride product as residue. at reflux temperature for 3 days At the end of this period the reaction solvent is evaporated off under reduced pressure

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

Procedure: 4.2 parts of 1-[2,4-dichloro-β-(2,4-dichlorobenzyloxy)-phenethyl]imidazole and 3 parts of 2,4-dichloro-α-(chloromethyl)-benzyl alcohol are mixed together in 40 parts of benzonitrile and the resulting mixture is stirred at reflux temperature for 3 days. At the end of this period the reaction solvent is evaporated off under reduced pressure to obtain a 1-[2,4-dichloro-β-(2,4-dichlorobenzyloxy)phenethyl]-3-(2,4-dichloro-β-hydroxyphenethyl)imidazolium chloride product as residue. at reflux temperature for 3 days At the end of this period the reaction solvent is evaporated off under reduced pressure