Diethyl Ether → HCID 19866494, compound

Participants

Reaction Steps

2.1 g (0.005 mol) of 2-(7-hydroxyheptyl)-4-(2-chlorophenyl)-9-methyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a]-[1,4]diazepine (prepared, for example, from the compound of Example 4 by alkaline saponification) dissolved in 5 ml of methylene chloride are added dropwise to 1.5 g (0.0075 mol) of pyridinechlorochromate in 20 ml of methylene chloride, the resulting mixture is stirred for a further 90 minutes at ambient temperature and 50 of ether are added to the solution. The black resinous oil precipitated is thoroughly extracted several times with ether, the ether solutions are combined, suction filtered over Kieselguhr, the filtrate is evaporated down and the residue is chromatrographed on silica gel with methylene chloride/methanol (9:1) as eluant. 0.6 g (yield 29% of theory) of the aldehyde are obtained as a colourless oil.

Provenance & Evidence