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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 249724Erstellt: 25. Oktober 2026

Methyl iodide → 1-Bromo-5-(1,1-dimethoxyethyl)-2-methoxy-3-trifluoromethylbenzene

https://huagongshe.com/reaction/249724

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl iodideHCID 6328—
EduktTrimethyl orthoformateHCID 9005—
EduktPotassium CarbonateHCID 11430—
Edukt3'-Bromo-4'-hydroxy-5'-(trifluoromethyl)acetophenoneHCID 58085700—
KatalysatorD-Camphorsulfonic AcidHCID 65617—
LösungsmittelMethanolHCID 887—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelHeptane waterHCID 57468513—
Produkt1-Bromo-5-(1,1-dimethoxyethyl)-2-methoxy-3-trifluoromethylbenzeneHCID 58085697—

Reaktionsschritte

1-(3-Bromo-4-hydroxy-5-trifluoromethylphenyl)ethanone (6.8 g) was dissolved in absolute methanol (50 ml) and treated successively with DL-10-camphorsulfonic acid (111 mg) and trimethyl orthoformate (8 ml). After stirring at RT for 2 h, DMF (75 ml) and potassium carbonate (5.0 g) were added, followed by iodomethane (3 ml). After stirring for 6 h, the batch was allowed to stand overnight and was treated with a 1:1 mixture of n-heptane/water. After separating off the organic phase, it was additionally extracted once with n-heptane and then the combined heptane phases were dried over magnesium sulfate, filtered and concentrated. 7 g of the desired product were obtained.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07863269B2
Quelldatensatzuspto-grants-2011_01
ORD IDord-d7babac152f64052b75fdb5119acece3
Quellennotizuspto-grants-2011_01