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HRID 523343Erstellt: 24. Oktober 2026

Water → (+/-)-1-(3,5,5,6,8,8-Hexamethyl-5,6,7,8-tetrahydro-2-naphthalenyl)-ethanol

https://huagongshe.com/reaction/523343

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktTonalideHCID 89440—
EduktAluminium lithium hydrideHCID 21226445—
LösungsmittelDiethyl EtherHCID 3283—
Produkt(+/-)-1-(3,5,5,6,8,8-Hexamethyl-5,6,7,8-tetrahydro-2-naphthalenyl)-ethanolHCID 89600820101,1%

Reaktionsschritte

A solution of (±)-1-(3,5,5,6,8,8-hexamethyl-5,6,7,8-tetrahydro-2-naphthalenyl)-1-ethanone (10.00 g, 38.7 mmol) in ether (65 ml) was added dropwise during 1 h to a suspension of LiAlH4 (1.48 g, 39.0 mmol) in ether (70 ml) at 0° C. The reaction mixture was left warming up to room temperature and then heated to reflux for 1 day. After cooling to 0° C. more LiAlH4 (0.76 g, 19.5 mmol) was added. After refluxing for another 3 days, the mixture was cooled to 0° C. and water was added dropwise. Extraction of the organic phase with water, drying over Na2SO4 and concentrating gave 10.19 g (99%) of the product.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09334464B2
Quelldatensatzuspto-grants-2016_05
ORD IDord-218c1398bdb54ffc899dc48949dade02
Quellennotizuspto-grants-2016_05