Sulfate Ion → Methyl (diphenylmethanesulfinyl)acetate

HRID 1651150Notes

Reaction equation

HRID 1651150 reaction equation
[CH:1]([S:14]([CH2:16][C:17]([OH:19])=[O:18])=[O:15])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:20](=O)(O)[O-].[Na+].S([O-])([O-])(=O)=O>O>[CH:1]([S:14]([CH2:16][C:17]([O:19][CH3:20])=[O:18])=[O:15])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 1117Sulfate IonHCID 516892Sodium BicarbonateHCID 3085267Modafinil acid

Product 1

HCID 10039759Methyl (diphenylmethanesulfinyl)acetateYield 85%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A suspension of 16.45 g (0.06 mol) of (-)-benzhydrylsulfinylacetic acid in 300 ml of water is treated at 20° C. with 16.8 g (0.2 mol) of sodium bicarbonate and 18.8 ml (0.21 mol) of methyls sulfate, with stirring, the mixture is stirred for 16 to 18 hours at 20° C. and filtered and the material on the filter is washed with water and dried to give methyl (-)-benzhydrylsulfinylacetate with a yield of 85%.

Workup

  1. stirringthe mixture is stirred for 16 to 18 hours at 20° C.
  2. filtrationfiltered
  3. washthe material on the filter is washed with water
  4. customdried

Sources & evidence

ORD record
ord-c382bd8285af4ffd8d03122f2d3ee0cc
Source dataset
uspto-grants-1990_05
Patent number
US04927855

Reaction notes

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