Water → 3-(Methylsulfonyloxy)phenylboronic acid

HRID 216934

Reaktionsgleichung

Reaktionsgleichung von HRID 216934
[OH:1][C:2]1[CH:3]=[C:4]([B:8]([OH:10])[OH:9])[CH:5]=[CH:6][CH:7]=1.[CH3:11][S:12](Cl)(=[O:14])=[O:13].O.C(OCC)(=O)C>N1C=CC=CC=1>[CH3:11][S:12]([O:1][C:2]1[CH:3]=[C:4]([B:8]([OH:10])[OH:9])[CH:5]=[CH:6][CH:7]=1)(=[O:14])=[O:13]

Komponenten

6

Edukt 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 31297Methanesulfonyl chlorideHCID 2734359(3-hydroxyphenyl)boronic Acid

Produkt 1

HCID 595685463-(Methylsulfonyloxy)phenylboronic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

To 3-hydroxyphenylboronic acid (10 g) stirred in pyridine (40 mL) at 0° C. was added methanesulfonyl chloride (8 mL). The reaction mixture was stirred for 1 h at room temperature and then water and ethyl acetate was added. The organic layer was separated and the aqueous layer was extracted with ethyl acetate. The combined organic layers were washed with dilute HCl washed with brine, dried over magnesium sulfate. The resulting solid was recrystallizated from petroleum ether and ethyl acetate to give the sub-titled compound (12 g).

Aufarbeitung

  1. customThe organic layer was separated
  2. extractionthe aqueous layer was extracted with ethyl acetate
  3. washThe combined organic layers were washed with dilute HCl
  4. washwashed with brine
  5. dry with materialdried over magnesium sulfate

Quellen und Nachweise

ORD-Eintrag
ord-aad4af688c5041da92cf3c20de86cadc
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08193239B2

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