6,7-dihydro-4H-thieno[3,2-c]pyran → 2-(2-Bromoethyl)-3-(bromomethyl)thiophene

To a solution of 9.5 g of triphenylphosphine dibromide dissolved in 50 mL of acetonitrile, 2 g of 6,7-dihydro-4H-thieno[3,2-c]pyrane obtained in Example 14 was added, and the resulting mixture was refluxed for 8 hours. The reaction product solution was concentrated by evaporation under reduced pressure. To the residue, 5 mL of ethyl acetate and then 15 mL of n-hexane were added. The resulting mixture was stirred for 1 hour at room temperature and 2 hours at below 5° C., filtered, and concentrated under reduced pressure. The residue was subjected to a silica gel column chromatography (eluent, n-hexane:ethyl acetate=10:1) to obtain 3.3 g (yield of 80%) of the title compound as a yellowish oil, of which analysis data were the same as obtained in Example 7.

1. temperaturethe resulting mixture was refluxed for 8 hours
2. concentrationThe reaction product solution was concentrated by evaporation under reduced pressure
3. additionTo the residue, 5 mL of ethyl acetate and then 15 mL of n-hexane were added
4. filtrationfiltered
5. concentrationconcentrated under reduced pressure

ORDレコード

ord-0290745d991240f6b8b001632ca5e50e

出典データセット

uspto-grants-2008_11

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07449580B2