Sodium Acetate → 2-(4-(Methylsulfonyl)phenyl)-2-oxoethyl acetate

HRID 1254030Notes

Reaction equation

HRID 1254030 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([S:11]([CH3:14])(=[O:13])=[O:12])=[CH:7][CH:6]=1)=[O:4].[C:15]([O-:18])(=[O:17])[CH3:16].[Na+]>CN(C=O)C>[C:15]([O:18][CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([S:11]([CH3:14])(=[O:13])=[O:12])=[CH:7][CH:6]=1)=[O:4])(=[O:17])[CH3:16]

Participants

4

Reactant 2

HCID 517045Sodium AcetateHCID 7358232-Bromo-4'-(methylsulfonyl)acetophenone

Product 1

HCID 46008052-(4-(Methylsulfonyl)phenyl)-2-oxoethyl acetate

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
25 °C

Procedure

2-Bromo-1-[4-(methylsulfonyl)phenyl]ethanone (2.4 g, 8.7 mmol) was added over a period of 30 min to the suspension of sodium acetate (0.7 g, 8.7 mmol) in DMF (25 mL) at RT. The mixture was stirred at 25° C. for 16 h, and was partitioned between H2O (100 mL) and EtOAc/hexane (20/100 mL). The organic layer was separated and washed with water (3×100 mL), dried with anhydrous Na2SO4, and concentrated to give 2-[4-(methylsulfonyl)phenyl]-2-oxoethyl acetate. LCMS: m/e=256 [M+1]+.

Workup

  1. customwas partitioned between H2O (100 mL) and EtOAc/hexane (20/100 mL)
  2. customThe organic layer was separated
  3. washwashed with water (3×100 mL)
  4. dry with materialdried with anhydrous Na2SO4
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-52f6ef7d3b574401b51bc7ca22266099
Source dataset
uspto-grants-2013_06
Patent number
US08455528B2

Reaction notes

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