Phosphorus oxychloride → 6-Methoxy-1-thiophen-2-yl-3,4-dihydroisoquinoline

Participants

Reaction Steps

A solution of thiophene-2-carboxylic acid [2-(3-methoxyphenyl)ethyl]amide (1.480 g, 5.66 mmol) in phosphorous oxychloride (10 ml, 107.3 mmol) was refluxed under N2 for 24 hr. The cooled reaction mixture was then slowly added to ice-water (50 ml) with stirring and basified to pH 10 with concentrated ammonia (60 ml). This was extracted with CHCl3 (4×25 ml) and the combined extracts were dried over MgSO4 then concentrated in vacuo to give 1.517 g (96% yield) of yellow oil.

Provenance & Evidence