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HRID 263132Erstellt: 24. Oktober 2026

Ammonia → Rac. 8-(5-hydroxy-3-methyl-pent-3-en-1-yn-1-yl)-7,9,9-trimethyl-1,4-dioxaspiro[4,5]dec-6-en-8-ol

https://huagongshe.com/de/reaction/263132

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAmmoniaHCID 222—
EduktLithiumHCID 3028194—
Edukt1,4-Dioxaspiro[4.5]dec-6-en-8-one, 7,9,9-trimethyl-HCID 11769425—
KatalysatorFerric nitrateHCID 25251—
LösungsmittelDiethyl EtherHCID 3283—
ProduktRac. 8-(5-hydroxy-3-methyl-pent-3-en-1-yn-1-yl)-7,9,9-trimethyl-1,4-dioxaspiro[4,5]dec-6-en-8-olHCID 131711512—

Reaktionsschritte

Keto-α-isophorone is acetalized. The resulting 7,9,9-trimethyl-1,4-dioxaspiro[4,5]dec-6-en-8-one is condensed with trans-1-hydroxy-3-methyl-pent-2-en-4-yne in the presence of lithium in liquid ammonia and iron-(III) nitrate in ether to give rac. 8-(5-hydroxy-3-methyl-pent-3-en-1-yn-1-yl)-7,9,9-trimethyl-1,4-dioxaspiro[4,5]dec-6-en-8-ol (XVI).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04156090
Quelldatensatzuspto-grants-1979_05
ORD IDord-f1785cc8c6c04947a40028dfef09b865
Quellennotizuspto-grants-1979_05