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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 77908Erstellt: 23. Oktober 2026

Ammonia → (4-(5-Methyl-furan-2-ylmethyl)-phenyl)-methanol

https://huagongshe.com/de/reaction/77908

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAmmoniaHCID 222—
EduktLithiumHCID 3028194—
EduktAluminum(III) ChlorideHCID 6451240—
Edukt4-(Hydroxy-(5-methyl-furan-2-yl)-methyl)benzaldehydeHCID 59255336—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(4-(5-Methyl-furan-2-ylmethyl)-phenyl)-methanolHCID 59255234108,8%

Reaktionsschritte

To a mixture of lithium aluminumhydride (230 mg, 4.9 mmol) and tetrahydrofuran (15 mL) was added aluminum chloride (830 mg, 6.2 mmol) at 0° C., which was stirred for 30 minutes at room temperature. A mixture of 4-(hydroxy-(5-methyl-furan-2-yl)-methyl)-benzaldehyde (320 mg, 1.5 mmol) described in Manufacturing Example 46-1-1 and tetrahydrofuran (5 mL) was added dropwise into the reaction mixture at 0° C., and stirred for 2 hours at that temperature. A 28% aqueous ammonia solution was added dropwise into the reaction mixture at the same temperature to quench the excess reagent. The reaction mixture was cooled to room temperature, and filtered by being passed through a Celite bed. The filtrate was concentrated under a reduced pressure to obtain the title compound (330 mg) as a crude product. This compound was used in the following reaction without further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08841327B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-b0eb777ae6a74d7ea3169732f47b0d2e
Quellennotizuspto-grants-2014_09