Reaktion #1692817

ord-49612dd44a5f431eb3ef90d5dad17123

Reaktionsgleichung

COP(=O)([O-])OC
dimethyl phosphate
COP(=O)([O-])[O-]
monomethyl phosphate
COP(=O)([O-])OC
dimethyl phosphate
COP(=O)([O-])OC
dimethyl phosphate
CCC(=O)OO
perpropionic acid
COc1ccccc1
anisole
COP(=O)([O-])[O-]
monomethyl phosphate
COc1ccccc1O
pyrocatechol monomethyl ether
CCC(=O)OO
perpropionic acid
CCCC(=O)O
ethyl acetic acid
COc1ccc(O)cc1
hydroquinone monomethyl ether

Reaktionsbedingungen

Temperatur
80°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONwas added
  2. 2
    workup.ADDITIONwas introduced dropwise over a period of about 20 minutes
  3. 3
    SonstigeAt the end of three hours

Vorschrift

The procedure of Example 23 was repeated, except 1 mol of anisole was used in place of phenol. To the solution in the flask, 0.2g of a mixture of dimethyl phosphate and monomethyl phosphate (available on the market under the designation of "dimethyl phosphate" and containing about 50 percent of dimethyl phosphate, the remainder being monomethyl phosphate) was added and heated to 80°C. Then 0.1 of perpropionic acid (prepared in the form of 30 percent ethyl acetic acid solution) was introduced dropwise over a period of about 20 minutes. At the end of three hours following the start of said dropwise introduction of acid solution, the reaction solution was analyzed by repeating the procedure of Example 23. The analysis showed that 2.85g of pyrocatechol monomethyl ether and 1.44g of hydroquinone monomethyl ether were produced, with the conversion of perpropionic acid at 99.1 percent and that of anisole at 6.0 percent. When this reaction was performed in the absence of the catalyst, the yield of pyrocatechol monomethyl ether was 2.01g and that of hydroquinone monomethyl ether was 1.00g, although the conversion of each of the reactants was substantially the same.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US03950437uspto-grants-1976_04