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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 555203Erstellt: 25. Oktober 2026

Toluene → (2-Hydroxymethyl-2-adamantyl)-methyl methacrylate

https://huagongshe.com/reaction/555203

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTolueneHCID 1140—
EduktMethacrylic AcidHCID 4093—
Edukt2,2-Adamantane dimethanolHCID 57874008—
Katalysator2,2'-Methylenebis(4-methyl-6-tert-butylphenol)HCID 8398—
LösungsmittelWaterHCID 962—
Produkt(2-Hydroxymethyl-2-adamantyl)-methyl methacrylateHCID 5787400433,4%

Reaktionsschritte

A mixture of 100 g of 2,2-adamantane dimethanol, 48.2 g of methacrylic acid, 20 g of toluene, 25 g of acidic ion-exchange resin Amberlist-15, and 0.1 g of 2,2′-methylenebis(6-t-butyl-p-cresol) was heated at 120° C. for 6 hours while the water being formed was azeotroped off. After the reaction mixture resumed room temperature, it was filtered through Celite. The filtrate was concentrated in vacuum. 300 g of hexane was added to the concentrate for recrystallization. The crystals were recovered and dried in vacuum, obtaining 45.0 g (yield 33%) of the target compound. The spectral data of this compound were identical with those of the product in Synthesis Example 1-2.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08053165B2
Quelldatensatzuspto-grants-2011_11
ORD IDord-9994c5174ff247b68a5989b22d92ca4d
Quellennotizuspto-grants-2011_11