4-Bromobenzyl bromide → 1-Bromo-4-((methylsulfonyl)methyl)benzene

HRID 2389662

Reaktionsgleichung

Reaktionsgleichung von HRID 2389662
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6]Br)=[CH:4][CH:3]=1.[CH3:10][S:11]([O-:13])=[O:12].[Na+]>CN(C=O)C.O>[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][S:11]([CH3:10])(=[O:13])=[O:12])=[CH:4][CH:3]=1

Komponenten

5

Edukt 2

HCID 685274-Bromobenzyl bromideHCID 2733271Sodium methanesulfinate

Produkt 1

HCID 27614151-Bromo-4-((methylsulfonyl)methyl)benzene

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

A stirred suspension of 4-bromobenzyl bromide (1.0 g, 4.0 mmol) and sodium methanesulfinate (2.04 g, 20 mmol) in DMF (10 mL) is heated 1 h at 60° C. The reaction mixture is then cooled to RT, diluted with water (200 mL) and extracted into EtOAc (3×25 mL). The combined EtOAc phases are washed with water (2×50 mL) and brine (25 mL) then dried (MgSO4) and reduced in vacuo to afford the title compound.

Aufarbeitung

  1. temperatureThe reaction mixture is then cooled to RT
  2. extractionextracted into EtOAc (3×25 mL)
  3. washThe combined EtOAc phases are washed with water (2×50 mL) and brine (25 mL)
  4. dry with materialthen dried (MgSO4)

Quellen und Nachweise

ORD-Eintrag
ord-8a5caa5386e04d3da1fb8d05878f75f4
Quelldatensatz
uspto-grants-2012_09
Patentnummer
US08273747B2

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