HCID 12939510, compound → HCID 14864972, compound

Participants

Reaction Steps

Ethyl (Z)-2-hydroxyimino-3-oxobutyrate (795 mg, 5 mmol) and 1-bromo-1-methylcycloheptane (1.lg, 5.76 mmol) in dry 1,4-dioxan (5 ml) under an atmosphere of argon in the dark were treated portionwise with silver trifluoromethanesulphonate (1.48 g, 5.76 mmol), with stirring, over 5 h. The mixture was stirred for a further 18 h in the dark and then worked up using a similar procedure to that described in Example 7a to give the title compound as an oil (878 mg; 65%); νmax (CH2Cl2) 3430, 3350, 1740, 1685, 1595, 1370, 1320, 1230, 1070, and 1,000cm-1 ; δH (250 MHz, CDCl3) 1.33 (3H, t, J 7.1Hz), 1.33 (3H, s), 1.4-1.8 (1OH, m), 1.99 (2H, dd, J ca 13.5 and 7.5 Hz), 2.40 (3H, s), and 4.35 (2H, q, J 7.1 Hz); [Found: M30 -OEt 224.1273. C12H18NO3 requires M-OEt 224.1287. Ammonia CI mass spectrum MH+ (270)].

Provenance & Evidence