Dimethyl oxalate → HCID 12871863, compound

HRID 126676Notes

Reaction equation

HRID 126676 reaction equation
[CH3:1][O:2][C:3](=[O:8])[C:4]([O:6][CH3:7])=[O:5].[CH2:9]1[O:26][CH2:25][CH2:24][O:23][CH2:22][CH2:21][O:20][CH2:19][CH2:18][O:17][CH2:16][CH2:15][O:14][CH2:13][CH2:12][O:11][CH2:10]1>C(OCC)C>[CH2:12]1[O:11][CH2:10][CH2:9][O:26][CH2:25][CH2:24][O:23][CH2:22][CH2:21][O:20][CH2:19][CH2:18][O:17][CH2:16][CH2:15][O:14][CH2:13]1.[CH3:1][O:2][C:3](=[O:8])[C:4]([O:6][CH3:7])=[O:5]

Participants

4

Reactant 2

HCID 11120Dimethyl oxalateHCID 2855718-Crown-6

Product 1

HCID 12871863HCID 12871863, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

2 Equivalents of dimethyloxalate were added to a solution of 53 mg 18-crown-6 in 1 ml of diethylether at 25° C. A solid complex was formed immediately. The precipitated crystals were filtered off at atmospheric pressure and washed with 1 ml of a 0.425 M solution of dimethyloxalate in diethylether. The crystals contained 80% of the starting amount of 18-crown-6. A melting point range of 62°-82° C. was observed.

Workup

  1. customA solid complex was formed immediately
  2. filtrationThe precipitated crystals were filtered off at atmospheric pressure
  3. washwashed with 1 ml of a 0.425 M solution of dimethyloxalate in diethylether
  4. customA melting point range of 62°-82° C.

Sources & evidence

ORD record
ord-2af3a97901764197ad6c58b23635d43f
Source dataset
uspto-grants-1981_03
Patent number
US04254034

Reaction notes

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