Patent · US Expired

Method of producing DAI from DOPA, using one reaction vessel

US5486619A · kind A · utility

1Cited by
3References
20Claims
0Family size

Assignee

Inventors

Key dates

Filing dateApr 29, 1994
Grant dateJan 23, 1996
Priority date
Expiry dateApr 29, 2014

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07D209/08
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

A method of producing and isolating 5,6-diacetoxyindole (DAI) in a single reaction vessel comprising the following steps: PA1 (a) preparing a first solution comprising dopa, water and a solubilizing agent selected from the group consisting of an acid having a pk.sub.a value equal to or less than 4 and a first base having a pk.sub.b value equal to or greater than 10; PA1 (b) preparing a second solution comprising an oxidant, a buffer and water; PA1 (c) mixing the first and second solutions to form a combined solution which is rendered oxygen-free and has a pH of from about 6 to about 9; PA1 (d) stirring the combined solution in an inert atmosphere until 5,6-dihydroxyindole (DHI) is substantially completely formed; PA1 (e) adding a derivatizing agent and a second base to the combined solution to form a final solution; PA1 (f) stirring the final solution until the DHI is substantially fully consumed; PA1 (g) cooling the final solution to precipitate DAI; PA1 (h) isolating the precipitated DAI.

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.