Réaction #367666

ord-cf08e29ea3514f6994e053f6eccc4c15

Équation de réaction

COc1ccc2c(C(=O)O)cccc2c1
6-methoxynaphthoic acid
O=C([O-])[O-].[K+].[K+]
potassium carbonate
COS(=O)(=O)OC
dimethyl sulfate
COC(=O)c1cccc2cc(OC)ccc12
methyl 6-methoxynaphthoate
Rendement 90.9%

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Températurewas heated to 50°-55° C. for 15 minutes
  2. 2
    Autrewere then slowly dripped in over a period of 15 minutes
  3. 3
    TempératureThe mixture was then heated
  4. 4
    Températureat reflux for one hour

Mode opératoire

A mixture of 9.1 g of 6-methoxynaphthoic acid and 7.2 g of anhydrous potassium carbonate in 45 ml of acetone was heated to 50°-55° C. for 15 minutes, and 4.5 ml of dimethyl sulfate were then slowly dripped in over a period of 15 minutes. The mixture was then heated at reflux for one hour and cooled to room temperature, after which all the acetone was stripped under vacuum. After workup, it was determined that the process resulted in the formation of 8.85 g of methyl 6-methoxynaphthoate having an HPLC purity of 83.3%.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US04590010uspto-grants-1986_05