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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 272631Erstellt: 26. Oktober 2026

Sodium hydride → (2R,3R)-3-(5-bromo-2-chloropyrimidin-4-yloxy)butan-2-ol

https://huagongshe.com/reaction/272631

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
Edukt(2R,3R)-ButanediolHCID 225936—
Edukt5-Bromo-2,4-dichloropyrimidineHCID 289973—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(2R,3R)-3-(5-bromo-2-chloropyrimidin-4-yloxy)butan-2-olHCID 59674033—

Reaktionsschritte

A solution of 1.35 g (15.0 mmol) of (R,R)-(−)-2,3-butanediol in 50 ml of THF is mixed at 0° C. in portions with 480 mg (11.0 mmol) of sodium hydride (55% dispersion) and then stirred for 10 minutes at room temperature. The solution that is produced is added at 0° C. to 2.27 g (10.0 mmol) of 5-bromo-2,4-dichloropyrimidine in 25 ml of THF. The batch is slowly heated to room temperature and stirred for 12 hours. The solvent is drawn off, and the residue that is obtained is purified by chromatography (hexane/ethyl acetate 1:1). 2.29 g (8.1 mmol, corresponding to 81% of theory) of the product is obtained.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07456191B2
Quelldatensatzuspto-grants-2008_11
ORD IDord-cf5b90ba18e04d03aa37097d17d38495
Quellennotizuspto-grants-2008_11