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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 28393Erstellt: 24. Oktober 2026

Water → 3-Chloro-4-(2-trimethylsilylethoxymethoxy)benzaldehyde

https://huagongshe.com/de/reaction/28393

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
Edukt3-Chloro-4-hydroxybenzaldehydeHCID 17022—
EduktDiisopropylethylamineHCID 81531—
Edukt2-Chloromethyl 2-(trimethylsilyl)ethyl etherHCID 2724271—
LösungsmittelDichloromethaneHCID 6344—
Produkt3-Chloro-4-(2-trimethylsilylethoxymethoxy)benzaldehydeHCID 86591405—

Reaktionsschritte

5 g (31.93 mmol) of 5-chloro-4-hydroxybenzaldehyde are dissolved in 300 ml of methylene chloride and 6.7 ml (38.3 mmol) of N,N-diisopropyl-N-ethylamine and 5.9 ml (33.52 mmol) of 2-trimethylsilylethoxymethyl chloride (SEMCl) are added to this at 0° C. The mixture is allowed to return to room temperature and stirred overnight. Water is then added and the mixture is extracted with methylene chloride. The organic phase is dried and the solvent is evaporated off. The product of the title is obtained, which is purified by chromatography on a silica gel column, eluting with a 95/5 and then 9/1 heptane/ethyl acetate mixture.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07419974B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-df80d05eca0843ef96b1d0374c0d5837
Quellennotizuspto-grants-2008_09