Itaconic acid → HCID 86671901, compound

HRID 2403081Notes

Reaction equation

HRID 2403081 reaction equation
[C:1]([OH:9])(=[O:8])[C:2]([CH2:4][C:5]([OH:7])=[O:6])=[CH2:3].C(O)CCCCCCC.[OH-].[Na+:20]>CCCCCCC>[C:1]([O-:9])(=[O:8])[C:2]([CH2:4][C:5]([OH:7])=[O:6])=[CH2:3].[Na+:20]

Participants

5

Reactant 3

HCID 811Itaconic acid2×HCID 9571-OctanolHCID 14798Sodium Hydroxide

Product 1

HCID 86671901HCID 86671901, compound

Reagents, catalysts & solvents 1

HCID 8900HeptaneSolvent

Procedure

Two hollow fiber modules (4×13, LiquiCell X40, Membrana) were assembled such that 3 continuous loops could be operated: (1) itaconic acid solution (2) solvent system (3) stripping solution. An itaconic acid solution (2 L, 60.0 g/L acid, pH 2.2) was circulated through the shell side of module 1. The ternary organic solvent system (20% TOA, 20% octanol, heptane) was circulated through the lumen of both modules. Lastly, aqueous sodium hydroxide (0.46 M) was circulated shell side of module 2. The volume ratios were 1:1:1. The three loops were run at 0.5 L/min. The simultaneous extraction and stripping were monitored for IA concentration and pH. In 7 hours 63% was recovered (5.4 g/L-hr) and the pH dropped to 4.7. The run was allowed to proceed overnight (25 hours total) resulting in an overall 78% recovery in the form of monosodium itaconate from the fermentation broth.

Workup

  1. extractionThe simultaneous extraction
  2. concentrationstripping were monitored for IA concentration and pH
  3. customIn 7 hours 63% was recovered (5.4 g/L-hr)
  4. additionthe pH dropped to 4.7

Sources & evidence

ORD record
ord-b6448ee998a141ed8474dc5f34929992
Source dataset
uspto-grants-2014_08
Patent number
US08802404B2

Reaction notes

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