5-Bromo-1-indanone → (E)-5-bromo-1-(methoxymethylene)-2,3-dihydro-1H-indene

温度

-20 °C

To a suspension of (methoxymethyl)triphenylphosphonium chloride (39.7 g, 116 mmol) in THF (210 ml) at −20° C. was added dropwise 1M potassium t-butoxide (95 ml, 95 mmol) and the solution stirred at −20° C. for 20 min. To this solution was added dropwise a solution of 5-bromo-2,3-dihydro-1H-inden-1-one (10.0 g, 47.4 mmol) in THF (230 ml) and stirring was continued at −20° C. for 30 min then warmed to room temperature and stirred for 2 h. The solution was filtered through Celite and the filtrate was concentrated in vacuo to give crude product which was purified by chromatography on a silica gel cartridge eluting with CH2Cl2/hexane to give the title compound (10.56 g, 93%).

1. stirringstirring
2. waitwas continued at −20° C. for 30 min
3. temperaturethen warmed to room temperature
4. stirringstirred for 2 h
5. filtrationThe solution was filtered through Celite
6. concentrationthe filtrate was concentrated in vacuo
7. customto give crude product which
8. customwas purified by chromatography on a silica gel cartridge
9. washeluting with CH2Cl2/hexane

ORDレコード

ord-d9e00edd96ce4c2e821ee98c785c78a7

出典データセット

uspto-grants-2015_08

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09095590B2