Potassium Carbonate → 2-(2-Chloro-5-(2-methoxyethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

HRID 1094816

Reaktionsgleichung

Reaktionsgleichung von HRID 1094816
[CH3:1][O:2][CH2:3][CH2:4]OS(C)(=O)=O.[Cl:10][C:11]1[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][C:12]=1[B:18]1[O:22][C:21]([CH3:24])([CH3:23])[C:20]([CH3:26])([CH3:25])[O:19]1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C(=O)C>[Cl:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][CH2:4][CH2:3][O:2][CH3:1])=[CH:13][C:12]=1[B:18]1[O:22][C:21]([CH3:24])([CH3:23])[C:20]([CH3:26])([CH3:25])[O:19]1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 1462932-Methoxyethyl methanesulfonateHCID 534868364-Chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol

Produkt 1

HCID 575823372-(2-Chloro-5-(2-methoxyethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 31374DimethylacetamideLösungsmittel

Versuchsvorschrift

Methanesulfonic acid 2-methoxyethyl ester (70.5 mg, 0.50 mmol) and 2-[2-chloro-5-hydroxyphenyl]-4,4,5,5-tetramethyl-[1,3,2]-dioxaborolane (Preparation 66,100 mg, 0.42 mmol) were stirred together in N,N-dimethylacetamide (4 ml). Potassium carbonate (58 mg, 0.42 mmol) was added and the resultant solution was heated to 100° C. for 10 hours. The reaction mixture was cooled then quenched with water (10 ml) and extracted with ethylacetate (10 ml). The organic layer was dried over anhydrous MgSO4 (s), filtered and evaporated in vacuo to give crude title compound. Material taken on without further purification.

Aufarbeitung

  1. temperatureThe reaction mixture was cooled
  2. customthen quenched with water (10 ml)
  3. extractionextracted with ethylacetate (10 ml)
  4. dry with materialThe organic layer was dried over anhydrous MgSO4 (s)
  5. filtrationfiltered
  6. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-23207f8d35724c8bb5b85572a84a2b42
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08134007B2

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