2-chloro-1,1-diethoxyethane

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

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

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

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

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

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

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

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: A mixture of 3,4-dimethoxybenzeneethanol and 62.8 g of chloroacetaldehyde diethylacetal in 1 l of absolute ethanol saturated with anhydrous hydrochloric acid, was stirred at ambient temperature for 24 h. The solvent was evaporated and 88.4 g (88.8%) of 1-chloromethyl-3,4-dihydro-6,7-dimethoxy-1H-2-benzopyran was obtained by distillation. The solvent was evaporated

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

Procedure: A mixture of 3,4-dimethoxybenzeneethanol and 62.8 g of chloroacetaldehyde diethylacetal in 1 l of absolute ethanol saturated with anhydrous hydrochloric acid, was stirred at ambient temperature for 24 h. The solvent was evaporated and 88.4 g (88.8%) of 1-chloromethyl-3,4-dihydro-6,7-dimethoxy-1H-2-benzopyran was obtained by distillation. The solvent was evaporated

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

Procedure: 2-(5-Fluoro-2-methoxyphenoxy)acetaldehyde diethylacetal A suspension of 10.8 g of 5-fluoro-2-methoxyphenol and 12.6 g of potassium carbonate in 45 ml of N,N-dimethylformamide was heated for 45 minutes at 100° C. To the reaction mixture were added 18.5 ml of chloroacetaldehyde diethylacetal and 12.7 g of potassium iodide and the reaction mixture was heated for 4 hours at 140° C. After cooling, the reaction mixture was poured into ice water and extracted with ether. The extract was washed with aqueous sodium hydroxide solution and water, dried and evaporated. The residue was chromatographed on silica gel using chloroform as an eluant to give 11.8 g of the desired compound as a colorless oil. the reaction mixture was heated for 4 hours at 140° C After cooling extracted with ether The extract was washed with aqueous sodium hydroxide solution and water dried evaporated The residue was chromatographed on silica gel