反应详情

n-Butyllithium (1.50M in hexane, 39 mmol, 22 ml) was added dropwise at -78° C. to a solution of 5-(trimethylsilyl)thiazole (A. Dondoni et al, J. Org. Chem, 1988, 53, 1748) (5.2 g, 33 mmol) in THF (40 ml). After 30 min. a solution of N-formylmorpholine (4.57 g) in THF (40 ml) was added dropwise over 15 min. The resulting red solution was stirred a further 30 mi. and then allowed to warm to room temperature , dilute d with 4N hydrochloric acid and extracted three times with ethyl acetate. The combined extracts were washed with saturated aqueous sodium chloride, dried over sodium sulphate and evaporated to leave a brown oil (5.5 g). M+ 185; 360 MHz 1H n.m.r (CDCl3) 9.89 (1H, s), 7.95 (1H, s), 0.24 (9H, s).

1. additiondilute
2. extractionextracted three times with ethyl acetate
3. washThe combined extracts were washed with saturated aqueous sodium chloride
4. dry with materialdried over sodium sulphate
5. customevaporated