反应详情

温度

-78 °C

A solution of 3-benzyloxy-N,N-diethyl-4-methoxy-benzamide (39.54 g, 126.2 mmoles), prepared as described in example 55, and tetramethylethylendiamine (16.13 g, 138.8 mmoles) in THF (4,250 ml), cooled to −78° C. under N2, was dropwise added with 1.21M sec-butyl lithium (115.64 ml, 138.8 mmoles). After 2 hours DMF (43 ml, 555 mmoles) was added and the mixture was left at −78° C. for 4 hours, then overnight let the temperature rise. The mixture was washed with a 0.4M pH=7 phosphate buffer, the organic phase was separated and the aqueous one was extracted with ethyl ether. The organic phase was anhydrified and dried to give a solid which was filtered off. The mother liquors were brought to dryness and the crude flash chromatographed (eluent: ethyl acetate/petrolatum 1:1) to give 13.76 g of the title compound (yield: 32%).

1. customovernight
2. washThe mixture was washed with a 0.4M pH=7 phosphate buffer
3. customthe organic phase was separated
4. extractionthe aqueous one was extracted with ethyl ether
5. customdried
6. customto give a solid which
7. filtrationwas filtered off
8. customthe crude flash chromatographed (eluent: ethyl acetate/petrolatum 1:1)