1-BENZOTHIOPHEN-3(2H)-ONE

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

Procedure: A mixture of benzo[b]thiophen-3-one (30 g), ethyl 3-bromopropionate (73 g), potassium carbonate (55 g), potassium iodide (1.3 g) and acetone (600 ml) was refluxed for 18 h. Filtration and removal of solvent in vacuo a red oil which was dissolved in ether (200 ml) and dried over magnesium sulfate. The ether solution was added dropwise to a suspension of lithium aluminium hydride (5 g) in ether (100 ml) followed by reflux for 1 h. Usual work-up gave a viscous oil which was applied to a silica gel column (eluent: isopropyl ether) giving 3-(benzo[b]thiophen-3-yloxy)-1-propanol (0.54 g) as an oil. was refluxed for 18 h Filtration and removal of solvent in vacuo a red oil which was dissolved in ether (200 ml) dried over magnesium sulfate The ether solution was added dropwise to a suspension of lithium aluminium hydride (5 g) in ether (100 ml) by reflux for 1 h Usual work-up gave a viscous oil which

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

Procedure: A mixture of benzo[b]thiophen-3-one (30 g), ethyl 3-bromopropionate (73 g), potassium carbonate (55 g), potassium iodide (1.3 g) and acetone (600 ml) was refluxed for 18 h. Filtration and removal of solvent in vacuo a red oil which was dissolved in ether (200 ml) and dried over magnesium sulfate. The ether solution was added dropwise to a suspension of lithium aluminium hydride (5 g) in ether (100 ml) followed by reflux for 1 h. Usual work-up gave a viscous oil which was applied to a silica gel column (eluent: isopropyl ether) giving 3-(benzo[b]thiophen-3-yloxy)-1-propanol (0.54 g) as an oil. was refluxed for 18 h Filtration and removal of solvent in vacuo a red oil which was dissolved in ether (200 ml) dried over magnesium sulfate The ether solution was added dropwise to a suspension of lithium aluminium hydride (5 g) in ether (100 ml) by reflux for 1 h Usual work-up gave a viscous oil which

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

Procedure: One (1) part of benzo[b]thiophen-3(2H)-one and 0.5 parts of malononitrile were dissolved in ethanol, and 0.8 parts of diazobicycloundecene was added dropwise to the solution for 10-hour reaction at room temperature. After the completion of the reaction, ethyl acetate and water were added to the reaction product to separate it into phases, the organic phase of which was concentrated to solid, thereby obtaining 0.7 parts of 3-dicyanoethylidenebenzo[b]thiophene (in a yield of 54%). reaction at room temperature were added to the reaction product to separate it into phases the organic phase of which was concentrated to solid

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

Procedure: A mixture of benzo[b]thiophen-3-one (30 g), ethyl 3-bromopropionate (73 g), potassium carbonate (55 g), potassium iodide (1.3 g) and acetone (600 ml) was refluxed for 18 h. Filtration and removal of solvent in vacuo a red oil which was dissolved in ether (200 ml) and dried over magnesium sulfate. The ether solution was added dropwise to a suspension of lithium aluminium hydride (5 g) in ether (100ml) followed by reflux for 1 h. Usual work-up gave a viscous oil which was applied to a silica gel column (eluent: isopropyl ether) giving 3-(benzo[b]thiophen-3-yloxy)-1-propanol (0.54 g) as an oil. was refluxed for 18 h Filtration and removal of solvent in vacuo a red oil which was dissolved in ether (200 ml) dried over magnesium sulfate The ether solution was added dropwise to a suspension of lithium aluminium hydride (5 g) in ether (100ml) by reflux for 1 h Usual work-up gave a viscous oil which

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

Procedure: A mixture of benzo[b]thiophen-3-one (30 g), ethyl 3-bromopropionate (73 g), potassium carbonate (55 g), potassium iodide (1.3 g) and acetone (600 ml) was refluxed for 18 h. Filtration and removal of solvent in vacuo a red oil which was dissolved in ether (200 ml) and dried over magnesium sulfate. The ether solution was added dropwise to a suspension of lithium aluminium hydride (5 g) in ether (100ml) followed by reflux for 1 h. Usual work-up gave a viscous oil which was applied to a silica gel column (eluent: isopropyl ether) giving 3-(benzo[b]thiophen-3-yloxy)-1-propanol (0.54 g) as an oil. was refluxed for 18 h Filtration and removal of solvent in vacuo a red oil which was dissolved in ether (200 ml) dried over magnesium sulfate The ether solution was added dropwise to a suspension of lithium aluminium hydride (5 g) in ether (100ml) by reflux for 1 h Usual work-up gave a viscous oil which

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

Procedure: A mixture of benzo[b]thiophen-3-one (30 g), ethyl 3-bromopropionate (73 g), potassium carbonate (55 g), potassium iodide (1.3 g) and acetone (600 ml) was refluxed for 18 h. Filtration and removal of solvent in vacuo a red oil which was dissolved in ether (200 ml) and dried over magnesium sulfate. The ether solution was added dropwise to a suspension of lithium aluminium hydride (5 g) in ether (100ml) followed by reflux for 1 h. Usual work-up gave a viscous oil which was applied to a silica gel column (eluent: isopropyl ether) giving 3-(benzo(b]thiophen-3-yloxy)-1-propanol (0.54 g) as an oil. was refluxed for 18 h Filtration and removal of solvent in vacuo a red oil which was dissolved in ether (200 ml) dried over magnesium sulfate The ether solution was added dropwise to a suspension of lithium aluminium hydride (5 g) in ether (100ml) by reflux for 1 h Usual work-up gave a viscous oil which

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

Procedure: A mixture of benzo[b]thiophen-3-one (30 g), ethyl 3-bromopropionate (73 g), potassium carbonate (55 g), potassium iodide (1.3 g) and acetone (600 ml) was refluxed for 18 h. Filtration and removal of solvent in vacuo a red oil which was dissolved in ether (200 ml) and dried over magnesium sulfate. The ether solution was added dropwise to a suspension of lithium aluminium hydride (5 g) in ether (100ml) followed by reflux for 1 h. Usual work-up gave a viscous oil which was applied to a silica gel Column (eluent:isopropyl ether) giving 3-(benzo[b]thiophen-3-yloxy)-1-propanol (0.54 g) as an oil. The title compound was obtained according to the method described in EXAMPLE 2 using spiro[isobenzofuran-1(3H),4'-piperidine] and crystallized as the maleate salt from an acetone/ether mixture by addition of maleic acid. Yield: 0.34 g, mp: 116°-17° C. was refluxed for 18 h Filtration and removal of solvent in vacuo a red oil which was dissolved in ether (200 ml) dried over magnesium sulfate The ether solution was added dropwise to a suspension of lithium aluminium hydride (5 g) in ether (100ml) by reflux for 1 h Usual work-up gave a viscous oil which

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

Procedure: A mixture of benzo[b]thiophen-3-one (30 g), ethyl 3-bromopropionate (73 g), potassium carbonate (55 g), potassium iodide (1.3 g) and acetone (600 ml) was refluxed for 18 h. Filtration and removal of solvent in vacuo a red oil which was dissolved in ether (200 ml) and dried over magnesium sulfate. The ether solution was added dropwise to a suspension of lithium aluminium hydride (5 g) in ether (100 ml) followed by reflux for 1 h. Usual work-up gave a viscous oil which was applied to a silica gel column (eluent: isopropyl ether) giving 3-(benzo[b]thiophen-3-yloxy)-1-propanol (0.54 g) as an oil. was refluxed for 18 h Filtration and removal of solvent in vacuo a red oil which was dissolved in ether (200 ml) dried over magnesium sulfate The ether solution was added dropwise to a suspension of lithium aluminium hydride (5 g) in ether (100 ml) by reflux for 1 h Usual work-up gave a viscous oil which