Water → Azelaic Acid

HRID 1417048Notes

Reaction equation

HRID 1417048 reaction equation
[C:1]([CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]([OH:12])=[O:11])#N.S(=O)(=O)(O)[OH:14].[OH2:18]>>[C:10]([OH:12])(=[O:11])[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][C:1]([OH:14])=[O:18]

Participants

4

Reactant 3

HCID 962WaterHCID 1118Sulfuric AcidHCID 110843008-Cyano-octanoic acid

Product 1

HCID 2266Azelaic Acid

Procedure

84.5 g of 8-cyanooctanoic acid are heated to 130° C. for 10 hours in the presence of 250 ml of concentrated sulfuric acid. After cooling, the reaction mixture is diluted with water and ice and the solid crystalline precipitate is filtered. After drying, one obtains 90 g of azelaic acid with a m.p. of 107° C.

Workup

  1. temperatureAfter cooling
  2. filtrationthe solid crystalline precipitate is filtered
  3. customAfter drying

Sources & evidence

ORD record
ord-f94ed2b8c17a456bb7c411bbc30b293e
Source dataset
uspto-grants-1999_06
Patent number
US05917067

Reaction notes

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