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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 65968Erstellt: 23. Oktober 2026

Benzo(B)Thiophene → 2-[2-(4-Hydroxy-4-(2-benzothienyl)-piperidino)-ethyl]-1,4-benzodioxan

https://huagongshe.com/de/reaction/65968

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzo(B)ThiopheneHCID 7221—
EduktDiisopropylamineHCID 7912—
EduktAmmonium ChlorideHCID 25517—
EduktLithium diisopropylamideHCID 2724682—
Edukt1-[2-(2,3-Dihydro-1,4-benzodioxin-2-yl)ethyl]piperidin-4-oneHCID 20540170—
EduktButyllithiumHCID 178418339—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelHexaneHCID 8058—
Produkt2-[2-(4-Hydroxy-4-(2-benzothienyl)-piperidino)-ethyl]-1,4-benzodioxanHCID 53672426—

Reaktionsschritte

To lithium diisopropylamide in 50 ml of tetrahydrofuran, prepared from 2.25 ml of diisopropylamine and 10 ml of 1.6 N n-butyl lithium in hexane at -70° under nitrogen, is added 2.0 g of thianapthene in 20 ml of tetrahydrofuran while stirring. After 1 hour, the solution of 2.65 g of 2-[2-(4-oxopiperidino)-ethyl]-1,4-benzodioxan in 20 ml of tetrahydrofuran is added and, after standing overnight, the mixture is decomposed with 9 ml of saturated aqueous ammonium chloride. The organic phase is separated, dried, evaporated, the crystalline residue washed with water and recrystallized from ethanol-acetone, to yield the 2-[2-(4-hydroxy-4-(2-benzothienyl)-piperidino)-ethyl]-1,4-benzodioxan melting at 175°-178°.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04129655
Quelldatensatzuspto-grants-1978_12
ORD IDord-1e59a395996d4453b46b92702fa9db02
Quellennotizuspto-grants-1978_12