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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 376004Erstellt: 25. Oktober 2026

Cyclohexene, 1-((trimethylsilyl)oxy)- → beta(R)-benzyloxy-1,4-dioxaspiro[4,5]decane-2(R)-ethanol

https://huagongshe.com/reaction/376004

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCyclohexene, 1-((trimethylsilyl)oxy)-HCID 81161—
Edukt(2R,3R)-(-)-2-Benzyloxy-1,3,4-butanetriolHCID 10867592—
KatalysatorHydrochloric AcidHCID 313—
LösungsmittelDiethyl EtherHCID 3283—
Produktbeta(R)-benzyloxy-1,4-dioxaspiro[4,5]decane-2(R)-ethanolHCID 5370243396.624,102%

Reaktionsschritte

4.34 g (0.02 mol) of (2R,3R)-2-benzyloxybutane-1,3,4-triol were suspended in a mixture of 3.4 g (0.02 mmol) of 1-cyclohexenyloxytrimethylsilane and 40 ml of diethyl ether. Two drops of concentrated hydrochloric acid were added and the mixture was stirred at room temperature for 30 minutes. The mixture was then evaporated to give 5.65 g of β(R)-benzyloxy-1,4-dioxaspiro[4,5]decane-2(R)-ethanol in the form of a colourless viscous oil; MS: m/e 292 [M]+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05488115
Quelldatensatzuspto-grants-1996_01
ORD IDord-b6b2329048bf4e38843d8e433579907f
Quellennotizuspto-grants-1996_01