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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 906437Erstellt: 24. Oktober 2026

Triethylamine → [1-({[tert-Butyl(dimethyl)silyl]oxy}methyl)cyclopropyl]methyl methanesulfonate

https://huagongshe.com/de/reaction/906437

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktMethanesulfonyl chlorideHCID 31297—
Edukt(1-(((tert-Butyldimethylsilyl)oxy)methyl)cyclopropyl)methanolHCID 59000904—
LösungsmittelWaterHCID 962—
LösungsmittelDichloromethaneHCID 6344—
Produkt[1-({[tert-Butyl(dimethyl)silyl]oxy}methyl)cyclopropyl]methyl methanesulfonateHCID 59000927—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

A solution of [1-({[tert-butyl(dimethyl)silyl]oxy}methyl)cyclopropyl]methanol (Example 34c, 5.37 g) dissolved in DCM (20 mL) was treated with triethylamine (6.92 mL) at 0° C. before adding methanesulfonyl chloride (2.321 mL) under nitrogen. The resulting mixture was stirred at 0° C. for 30 min. The reaction mixture was diluted with water (100 mL), and extracted with DCM (250 mL). The organics were dried (MgSO4), filtered and evaporated. The crude product was purified (SiO2 chromatography, elution 50% isohexane in diethyl ether). Pure fractions were evaporated to dryness to afford the subtitle compound (5.37 g) as an oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08012980B2
Quelldatensatzuspto-grants-2011_09
ORD IDord-2be7449450db4b7bb51f95b6aae5ad43
Quellennotizuspto-grants-2011_09