Hydrochloric Acid → 5-bromo-1-(1,3-dithian-2-yl)-2,3-dihydro-1H-inden-1-ol

温度

-15 °C

A solution of 1,3-dithiane (11.96 g, 99 mmol) in anhydrous tetrahydrofuran (100 mL) at −30° C. was treated dropwise over 10 min with n-butyllithium (2.5M in hexanes, 38.4 mL, 96 mmol) followed by stirring at −15° C. for 2 h. The solution was then treated with a solution of 5-bromo-2,3-dihydro-1H-inden-1-one (15 g, 71.1 mmol) in anhydrous tetrahydrofuran (250 mL) over 1 h, maintaining the temperature between −9° C. and 2° C. The mixture was then allowed to set in the refrigerator at 2-8° C. for 18 h. The solution was concentrated in vacuo to afford a maroon oil, which was treated with 1 N hydrochloric acid solution and extracted with ether. The ether layer was extracted with saturated sodium chloride solution, dried (Na2SO4) and concentrated in vacuo to afford an amber oil (23.55 g).

1. temperaturemaintaining the temperature between −9° C. and 2° C
2. waitto set in the refrigerator at 2-8° C. for 18 h
3. concentrationThe solution was concentrated in vacuo
4. customto afford a maroon oil, which
5. extractionextracted with ether
6. extractionThe ether layer was extracted with saturated sodium chloride solution
7. dry with materialdried (Na2SO4)
8. concentrationconcentrated in vacuo

ORDレコード

ord-992d0ea2cb4241e5b5f1d6b8b3273ad5

出典データセット

uspto-grants-2015_08

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09095590B2