1,1-Bis(2,2-dimethylpropoxy)-N,N-dimethylmethanamine → HCID 20491754, compound

Participants

Reaction Conditions

Reaction Steps

N,N-Dimethylformamide dineopentyl acetal (2.70 ml) was added to a stirred suspension of 5-chloropyrimidin-2-one (783 mg) and 2-hydroxymethyl-3-methylthiophene (1.077 g) in dry N,N-dimethylformamide (15 ml) under nitrogen. The resulting solution was then heated at 90° C. under nitrogen. After 0.5 h the reaction mixture was evaporated to a dark brown crystalline solid (1.812 g). The solid was subjected to column chromatography on silica (70-230 mesh) (180 g) developing with chloroform-ethanol, 29:1. The resulting light brown crystalline solid (694 mg) was crystallised twice from acetone to give buff needles of the title thiophene (417 mg), m.p. 135°-145° C., λmax 230 nm (ε 16,420), 335 nm (ε 3,830), λinf 250 nm (ε 5,800).

Provenance & Evidence