Glycine → HCID 67005864, compound

Participants

Reaction Conditions

Reaction Steps

Decarboxylation (Step D) A mixture of the 3,7-diheneicosyl thieno[3,2-b]thieno[2′,3′:4,5]thieno[2,3-d]thiophene-2,6-dicarboxylic acid (1.0 mmol) product of Example 11, Cu2O (0.10 mmol), and glycine (0.16 mmol) in tetraethyleneglycol dimethylether is heated to about 240° C. in a flask fitted with an outlet bubbler to monitor gas evolution. As the decarboxylation proceeds the evolved gas is periodically monitored. After about 1.5 hr no further gas is observed to evolve and after 2 hr total the reaction is terminated. The hot reaction mixture is filtered quickly to remove the copper oxide and other solid residue. The filtered solution is then cooled to RT, to afford a pale yellow precipitate. This is filtered from the solution and subsequently recrystallized hot to cold from toluene to give the desired product, 3,7-diheneicosylthieno[3,2-b]thieno[2′,3′:4,5]thieno[2,3-d]thiophene (DC21FT4) 1H NMR (CD2Cl2) 0.91 (6H, t, J=6.8 Hz), 1.15-1.50 (76H, m), 1.74-1.90 (4H, m), 2.78 (4H, m), and 7.02 (2H, s).

Provenance & Evidence