Chlorotrimethylsilane → 2-Methoxy-5-trifluoromethyl-3-trimethylsilanyl-pyridine

温度

0 °C

To butyl lithium (7.2 ml, 1.6M in hexanes, 11.5 mmol) in tetrahydrofuran (12.0 ml) at −78° C. was slowly added diisopropylamine (1.14 g, 11.3 mmol) in tetrahydrofuran (4.0 ml), and the resulting solution allowed to warm to 0° C. over 45 mins. A mixture of 2-methoxy-5-trifluoromethylpyridine (2.00 g, 11.3 mmol) and trimethylsilyl chloride (3.2 ml, 25.2 mmol) in tetrahydrofuran (8.0 ml) was then slowly added and the mixture stirred for 30 mins. at 0° C., before being quenched with water (50 ml). The mixture formed was extracted with ethyl acetate (2×70 ml), and the extracts washed with brine (50 ml), dried (Na2SO4) and concentrated to give the product as an orange oil (1.36 g, 48% yield).

1. customat −78° C.
2. additionwas then slowly added
3. customat 0° C., before being quenched with water (50 ml)
4. customThe mixture formed
5. extractionwas extracted with ethyl acetate (2×70 ml)
6. washthe extracts washed with brine (50 ml)
7. dry with materialdried (Na2SO4)
8. concentrationconcentrated

ORDレコード

ord-70dba51a464240fca265d37a24206a8d

出典データセット

uspto-grants-2001_05

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US06225320B1