2-Methoxyethanol → 2-Methoxyethyl chloro(oxo)acetate

HRID 2363250Notes

Reaction equation

HRID 2363250 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][OH:5].[C:6](Cl)(=[O:10])[C:7]([Cl:9])=[O:8]>C(Cl)Cl>[CH3:1][O:2][CH2:3][CH2:4][O:5][C:6](=[O:10])[C:7]([Cl:9])=[O:8]

Participants

4

Reactant 2

HCID 80192-MethoxyethanolHCID 65578Oxalyl chloride

Product 1

HCID 132772112-Methoxyethyl chloro(oxo)acetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 2-methoxyethanol (295 mg, 3.9 mmol) in DCM (total volume: 0.5 mL) was added to a solution of oxalyl chloride (0.5 mL, 5.8 mmol) in DCM (total volume 1.0 mL) at 0° C. and the resulting mixture was stirred at room temperature for 30 minutes. The mixture was concentrated in vacuo and the resulting residue was dissolved in DCM (3.9 mL) to yield a 1.0M solution in DCM.

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. dissolutionthe resulting residue was dissolved in DCM (3.9 mL)

Sources & evidence

ORD record
ord-d6eda6f892264e7c8621411ccbb73907
Source dataset
uspto-grants-2014_04
Patent number
US08691868B2

Reaction notes

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