Docosanedioic acid → 9,10-Epoxy-18-hydroxyoctadecanoic acid

HRID 1885090

Reaction equation

HRID 1885090 reaction equation
OC(CCCCCCCO)CCCCCCCC(O)=O.O[CH:22]([CH:33]([OH:43])[CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][OH:42])[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][C:30]([OH:32])=[O:31].OCCCCCCCCCCCCCCCCCCCCCC(O)=O.OCCCCCCCCC=CCCCCCCCC(O)=O.C(O)(=O)CCCCCCCCCCCCCCCCCCCCC(O)=O.C(O)(=O)CCCCCCCC=CCCCCCCCC(O)=O>>[O:43]1[CH:33]([CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][OH:42])[CH:22]1[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][C:30]([OH:32])=[O:31]

Participants

7

Procedure

The present invention provides a process for isolating, from outer birch bark, at least one of 9,10-epoxy- 18-hydroxyoctadecanoic acid; 9,16-dihydroxyhexadecanoic acid; 9,10,18-trihydroxyoctadecanoic acid (phloionolic acid); 20-hydroxyeicasanoic acid; 22-hydroxydocosanoic acid; 18-hydroxyoctadec-9-enoic acid; docosandioic acid; and octadec-9-enedioic acid; comprising: (1) subjecting the outer birch bark to hydrolysis to provide a second outer birch bark and a second solution; (2) separating the second solution from the second outer birch bark; (3) condensing the second solution at a temperature below about 50° C. to provide at least one of 9,10-epoxy-18-hydroxyoctadecanoic acid; 9,16-dihydroxyhexadecanoic acid; 9,10,18-trihydroxyoctadecanoic acid (phloionolic acid); 20-hydroxyeicasanoic acid; 22-hydroxydocosanoic acid; 18-hydroxyoctadec-9-enoic acid; docosandioic acid; and octadec-9-enedioic acid.

Workup

  1. customto hydrolysis
  2. customto provide a second outer birch bark
  3. custom(2) separating the second solution from the second outer birch bark
  4. custom(3) condensing the second solution at a temperature below about 50° C.

Sources & evidence

ORD record
ord-56a06ae7faae48a798ff3713627a1750
Source dataset
uspto-grants-2004_07
Patent number
US06768016B2

Linked notes

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