Reaktion #66305

ord-95a9a672e4e74bd9b0b2f18826c1a00a

Reaktionsgleichung

CC1(C)OB(c2ccc(C(=O)O)cc2)OC1(C)C
4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CCOCCl
chloromethyl ethyl ether
CCOCOC(=O)c1ccc(B2OC(C)(C)C(C)(C)O2)cc1
ethoxymethyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate
Ausbeute 84.0%

Lösungsmittel

Reaktionsbedingungen

Temperatur
65°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturto cool to room temperature
  2. 2
    Filtrationfiltered
  3. 3
    Einengenthe filtrate concentrated

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08524702B2uspto-grants-2013_09