Sodium → 5-Hydroxydecanoic acid

HRID 377144Notes

Reaction equation

HRID 377144 reaction equation
[Na].[OH:2][CH:3]([CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])[CH2:4][CH:5]=[CH:6][C:7]([OH:9])=[O:8]>>[OH:2][CH:3]([CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])[CH2:4][CH2:5][CH2:6][C:7]([OH:9])=[O:8]

Participants

3

Reactant 2

HCID 5360545SodiumHCID 54216342HCID 54216342, compound

Product 1

HCID 18255-Hydroxydecanoic acid

Procedure

A 21 bioreactor containing 1 1 medium of pH 6 and 35° C. was seeded with an inoculum of 50 ml of Clostridium tyrobutyricum I-776. The mixture was stirred at 300/min, and strict anaerobic and sterile conditions were maintained. After several hours, when the culture started to grow, indicated by the evolution of gas from the solution, the medium was fed with the sodium salt of 5-hydroxy-2-decenoic acid. After 52 h, 5-hydroxy-decanoic acid was obtained in a concentration of 1.75 g/l, corresponding to a conversion of 27%. 8δDecalactone can be obtained by acidification of the primary product.

Workup

  1. additionA 21 bioreactor containing 1 1 medium of pH 6 and 35° C.
  2. temperaturestrict anaerobic and sterile conditions were maintained
  3. waitAfter several hours

Sources & evidence

ORD record
ord-b16076c31ee74bf093c4e5b3ceed7539
Source dataset
uspto-grants-2000_02
Patent number
US06025170

Reaction notes

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