3-thiophenecarboxaldehyde

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

Procedure: 3-[3-(3-thienyl)benzyloxy]benzyl alcohol, 3-[4-(3-thienyl)-2-thienylmethylthio]benzyl alcohol, 3-[3-(5-oxazolyl)benzylthio]benzyl alcohol, 3-[3-(5-oxazolyl)benzylthio]benzyl alcohol and 3-[3-(1-pyrrolyl) benzyloxy]benzyl alcohol are obtained by performing the same reaction as in Referential Example 57 except that instead of the starting 3-(1-pyrrolyl)benzyl methanesulfonate and/or 3-mercaptobenzaldehyde, the corresponding methanesulfonate and/or 3-hydroxybenzaldehyde are used.

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

Procedure: 3-[3-(3-thienyl)benzyloxy]benzyl alcohol, 3-[4-(3-thienyl)-2-thienylmethylthio]benzyl alcohol, 3-[3-(5-oxazolyl)benzylthio]benzyl alcohol, 3-[3-(5-oxazolyl)benzylthio]benzyl alcohol and 3-[3-(1-pyrrolyl) benzyloxy]benzyl alcohol are obtained by performing the same reaction as in Referential Example 57 except that instead of the starting 3-(1-pyrrolyl)benzyl methanesulfonate and/or 3-mercaptobenzaldehyde, the corresponding methanesulfonate and/or 3-hydroxybenzaldehyde are used.

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

Procedure: 200 mg of 3-mercaptobenzaldehyde was dissolved in 6 ml of dimethylformamide, and 291 mg of 3-hydroxymethylbenzyl bromide and 402 mg of potassium carbonate were added. The mixture was stirred for 3 hours at room temperature. The solvent was evaporated, water and ethyl ether were added to the residue to extract it. The extract was worked up in a customary manner, and purified by silica gel column chromatography [Wakogel C-200, 10 g; eluting solvent: hexane/ethyl acetate=2/1] to give 190 mg (yield 51%) of 3-[3-(hydroxymethyl)benzylthio]benzaldehyde as a pale yellow oil. The solvent was evaporated water and ethyl ether were added to the residue to extract it purified by silica gel column chromatography [Wakogel C-200, 10 g; eluting solvent: hexane/ethyl acetate=2/1]