Chloromethyl Methyl Ether → HCID 21529917, compound

HRID 1658011Notes

Reaction equation

HRID 1658011 reaction equation
[C:1]([O:5][CH3:6])(=[O:4])[CH2:2][OH:3].C(N(CC)CC)C.[CH3:14][O:15][CH2:16]Cl>C(Cl)Cl>[CH3:14][O:15][CH2:16][O:3][CH2:2][C:1]([O:5][CH3:6])=[O:4]

Participants

5

Reactant 3

HCID 7864Chloromethyl Methyl EtherHCID 8471TriethylamineHCID 66774Methyl Glycolate

Product 1

HCID 21529917HCID 21529917, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of methyl glycolate (18.02 g) and triethylamine (20.24 g) in anhydrous methylene chloride (100 ml.) is added dropwise over 40 minutes to an ice-cold, stirring solution of chloromethyl methyl ether (17.7 g) in methylene chloride (200 ml.). The resulting mixture is allowed to stand overnight in a flask protected from moisture by a drying tube. The mixture is washed with water, 5% aqueous sodium bicarbonate, water, and brine, dried over sodium sulfate, filtered, and concentrated under reduced pressure. Distillation of the residue yields methyl methoxymethyloxyacetate.

Workup

  1. customprotected from moisture by a drying tube
  2. washThe mixture is washed with water, 5% aqueous sodium bicarbonate, water, and brine
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. distillationDistillation of the residue

Sources & evidence

ORD record
ord-67d37545061c48eebd3b2ee6507576a9
Source dataset
uspto-grants-1976_06
Patent number
US03962224

Reaction notes

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