2-Chloroethyl methyl ether → HCID 60108661, compound

HRID 905979Notes

Reaction equation

HRID 905979 reaction equation
[CH3:1][O:2][CH2:3][CH2:4]Cl.[S:6]([O-:9])([O-:8])=[O:7].[Na+:10].[Na+]>O>[CH3:1][O:2][CH2:3][CH2:4][S:6]([O-:9])(=[O:8])=[O:7].[Na+:10]

Participants

4

Reactant 2

HCID 123162-Chloroethyl methyl etherHCID 24437Sodium Sulfite

Product 1

HCID 60108661HCID 60108661, compoundYield 129%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-Chloroethyl methyl ether (10 g, 0.106 mol) was added at RT to a suspension of sodium sulfite (13.35 g, 0.106 mol) in 30 mL of H2O. The resulting biphasic mixture was stirred at reflux for 48 hours before being cooled to RT (clear monophasic solution), and evaporated. The white residue was turned into a powder and was then washed with 100 mL of an 8/2 mixture of Et2O and toluene, before being dried to give 22 g sodium 2-methoxy-ethanesulfonate (129% yield, contaminated with excess sodium sulfite). Used as is in step 2.

Workup

  1. temperatureat reflux for 48 hours
  2. customevaporated
  3. washwas then washed with 100 mL of an 8/2 mixture of Et2O and toluene
  4. custombefore being dried

Sources & evidence

ORD record
ord-3afc786b21774ed19c91c3c631f0344c
Source dataset
uspto-grants-2011_09
Patent number
US08012974B2

Reaction notes

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