N-bromobutanimide → HCID 67238425, compound

Participants

Reaction Steps

To a solution of 5.00 g (4R,9aR)-6-Hydroxymethyl-4-methyl-3,4,9,9a-tetrahydro-1H-2,4a,5-triaza-fluorene-2-carboxylic acid tert-butyl ester in 50 ml tetrahydrofuran was added at 0°° C. 2.75 g N-bromosuccinimide at once and the mixture was stirred at 0° C. for 1 h. The reaction mixture was partitioned between 10% sodium thiosulfate and ethyl acetate. The phases were separated and the organic phase was washed with 10% sodium bicarbonate and brine dried over magnesium sulfate and evaporated. The residue was triturated in ca 20 ml heptane:ethyl acetate 1:3 to yield 5.75 g of the title compound as white crystals melting at 110-112° C.

Provenance & Evidence