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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 73296Erstellt: 23. Oktober 2026

Diethanolamine → 2-Butyl-1,3,6,2-dioxazaborocane

https://huagongshe.com/de/reaction/73296

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiethanolamineHCID 8113—
EduktButylboronic AcidHCID 20479—
EduktN,N,N',N'-Tetramethyl-L-tartramideHCID 6610750—
LösungsmittelDichloromethaneHCID 6344—
LösungsmittelSodium chloride; waterHCID 57417360—
Produkt2-Butyl-1,3,6,2-dioxazaborocaneHCID 346607—

Reaktionsschritte

2-(But-1-yl)-tetrahydro-4H-1,3,6,2-dioxazaborocine [CAS 92527-13-4] (3 g, 17.5 mmol), which was prepared from n-butylboronic acid and 2-(2-hydroxy-ethylamino)-ethanol [CAS 111-42-2] as reported in Organic Synthesis, 1998, 76, 86-96, and (2R,3R)-2,3-dihydroxy-N,N,N′,N′-tetramethyl-butanediamide [CAS 26549-65-5] (9.85 g) were dissolved in anhydrous dichloromethane (160 mL) under N2, Brine (25 mL) was added. The resulting mixture was stirred at room temperature for about 16 hours. The two layers were separated, and the aqueous layer was extracted with dichloromethane. The combined organic layers were washed with 50 mL brine, dried over MgSO4, filtered and concentrated in vacuo to provide the title compound as an oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08829041B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-5e1ec3aea6574a1d88a733e20de2ceb7
Quellennotizuspto-grants-2014_09