Water → 4-Methylsulfonylacetophenone

HRID 342647

Reaction equation

HRID 342647 reaction equation
[OH:1]OS([O-])=O.[K+].C(N([CH2:23][C:24]([OH:26])=O)CC(O)=O)CN(CC(O)=O)CC(O)=O.[CH3:27][C:28]1[CH:29]=[C:30]([C:33](=O)[CH3:34])[S:31][CH:32]=1.S(S([O-])=O)([O-])(=O)=O.[Na+].[Na+].[OH2:45]>CC(C)=O>[CH3:32][S:31]([C:30]1[CH:33]=[CH:34][C:27]([C:24](=[O:26])[CH3:23])=[CH:28][CH:29]=1)(=[O:1])=[O:45]

Participants

7

Reactant 5

HCID 962Water3×HCID 6049Ethylenediaminetetraacetic AcidHCID 836541-(4-Methyl-2-thienyl)ethan-1-oneHCID 656671Sodium PyrosulfiteHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 825294-Methylsulfonylacetophenone

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A solution of 1036 g of oxone and 11.7 g of EDTA (Ethylene diamine tetraacetic acid) dissolved in 3.8 l of water is added dropwise to a solution of (4-methylthiophenyl)ethanone (prepared according to J. Am. Chem. Soc. 1952 p. 5475) in 1 l of acetone and 1.1 l of water, the temperature being kept below 32° C. The reaction mixture is stirred for 16 h after the end of the addition, then 550 g of sodium metabisulphite are added portionwise. The reaction mixture is then filtered, the solid obtained is taken up in water, dried in the oven and recrystallised from ethanol.

Workup

  1. custombeing kept below 32° C
  2. additionafter the end of the addition
  3. filtrationThe reaction mixture is then filtered
  4. customthe solid obtained
  5. customdried in the oven
  6. customrecrystallised from ethanol

Sources & evidence

ORD record
ord-9d0b9ce9dd594b1b83638059fc6fe3bc
Source dataset
uspto-grants-1999_01
Patent number
US05859036

Linked notes

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