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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 217736Erstellt: 25. Oktober 2026

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

https://huagongshe.com/reaction/217736

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 (O4.004; 6.8 g) was dissolved in methanol (50 ml) and admixed successively with DL-10-camphorsulfonic acid (111 mg) and trimethyl orthoformate (8 ml). After stirring at RT for 2 h, DMF (75 ml), potassium carbonate (4.98 g) and then slowly, while cooling with ice, iodomethane (3 ml) were added. After stirring at RT for 4 h, the reaction mixture was left to stand overnight and then admixed with n-heptane/water, and the organic phase was removed. The aqueous phase was extracted by shaking once more with n-heptane, and the combined organic phases were then dried over magnesium sulfate, filtered and concentrated. 7 g of the title compound were obtained in sufficient purity.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08198272B2
Quelldatensatzuspto-grants-2012_06
ORD IDord-16b56c3f773d44c791d49733587cd04d
Quellennotizuspto-grants-2012_06