Potassium Carbonate → Ethoxymethyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

HRID 38027

Reaktionsgleichung

[CH3:1][C:2]1([CH3:18])[C:6]([CH3:8])([CH3:7])[O:5][B:4]([C:9]2[CH:17]=[CH:16][C:12]([C:13]([OH:15])=[O:14])=[CH:11][CH:10]=2)[O:3]1.C(=O)([O-])[O-].[K+].[K+].[CH2:25]([O:27][CH2:28]Cl)[CH3:26]>C(#N)C>[CH3:8][C:6]1([CH3:7])[C:2]([CH3:18])([CH3:1])[O:3][B:4]([C:9]2[CH:17]=[CH:16][C:12]([C:13]([O:15][CH2:28][O:27][CH2:25][CH3:26])=[O:14])=[CH:11][CH:10]=2)[O:5]1

Komponenten

Reaktionsbedingungen

Temperatur: 65 °C

Versuchsvorschrift

4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid (0.50 g, 2.02 mmol) was dissolved in 20 mls of dry acetonitrile. To this solution was added powdered potassium carbonate (0.42 g, 3.02 mmol) followed by chloromethyl ethyl ether (0.24 mls, 2.42 mmol). This mixture was warmed to 65° C. for 2 hours, then allowed to cool to room temperature, filtered and the filtrate concentrated to give ethoxymethyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate as a solid (84%). This material was taken onto the next step without further purification.

Aufarbeitung

temperatureto cool to room temperature
filtrationfiltered
concentrationthe filtrate concentrated

Quellen und Nachweise

ORD-Eintrag: ord-95a9a672e4e74bd9b0b2f18826c1a00a
Quelldatensatz: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08524702B2

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