Dimethyl Ether → HCID 11019721, compound

HRID 374240Notes

Reaction equation

HRID 374240 reaction equation
[CH3:1][P:2]([O:6][CH3:7])(=[O:5])OC.[C:8]([O:12][CH2:13][CH3:14])(=[O:11])[CH:9]=[CH2:10].COC>CO>[CH3:7][O:6][P:2]([CH3:1])([CH2:10][CH2:9][C:8]([O:12][CH2:13][CH3:14])=[O:11])=[O:5]

Participants

5

Reactant 3

HCID 8254Dimethyl EtherHCID 8821Ethyl AcrylateHCID 12958Dimethyl methylphosphonate

Product 1

HCID 11019721HCID 11019721, compoundYield 97.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

A flask filled with nitrogen and fitted with a cooling trap is charged with 216 g of dimethyl methanephosphonate; the contents are heated to 60° C. and a mixture of 200 g of ethyl acrylate and 100 g of methanol is added dropwise in the course of 1 hour, the temperature rising to 65° C. The reaction mixture is further stirred for 1 hour, during which period a total of 91 g of dimethyl ether are collected in the cooling trap. Excess methanol is removed by vacuum distillation. The crude product is obtained in a yield of 362 g with a 97.3% purity, which corresponds to a theoretical yield of 97.9%. The boiling point of a sample is 100°-102° C. at 0.013 mbar.

Workup

  1. additionA flask filled with nitrogen
  2. customfitted with a cooling trap
  3. additionis added dropwise in the course of 1 hour
  4. customrising to 65° C
  5. customare collected in the cooling trap
  6. customExcess methanol is removed by vacuum distillation

Sources & evidence

ORD record
ord-33f874faec924ae89c4245b3a1ce986a
Source dataset
uspto-grants-1992_11
Patent number
US05166385

Reaction notes

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