Formic Acid → HCID 15488810, compound

HRID 1678451Notes

Reaction equation

HRID 1678451 reaction equation
[C:1]([CH2:4][C:5]([OH:15])([CH2:9][CH2:10][CH:11]=[C:12]([CH3:14])[CH3:13])[C:6]([OH:8])=[O:7])([OH:3])=[O:2].[CH:16](O)=O.C(OCC)(=O)C.O>CO>[CH3:16][O:2][C:1]([CH2:4][C:5]1([C:6]([OH:8])=[O:7])[CH2:9][CH2:10][CH2:11][C:12]([CH3:13])([CH3:14])[O:15]1)=[O:3]

Participants

6

Reactant 4

HCID 284Formic AcidHCID 962WaterHCID 8857Ethyl AcetateHCID 18515721HCID 18515721, compound

Product 1

HCID 15488810HCID 15488810, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
25 °C

Procedure

The solution obtained from the previous stage and containing 5 kg of 2-carboxymethyl-2-hydroxy-6-methyl-5-heptenoic acid 100% is charged into an enameled reactor. This residue is then cooled to 20-30° C. and 15 kg of formic acid 99% are added. The mixture is then heated to 70-75° C. and kept under stirring at that temperature for at least 4 hours. It is then cooled to 50-60° C. and the water is removed by vacuum distillation until an oily residue is obtained. The oily residue is cooled to 30-35° C. and 15 kg of ethyl acetate and 5 kg of demineralised water are added. The mixture obtained is stirred always at 30-35° C. and left under rest until the phases separate, eliminating the aqueous phase, while the solvent is removed from the organic phase by vacuum distillation until an oily residue is obtained. This residue is then cooled and 10.0 kg of methanol are added.

Workup

  1. customThe solution obtained from the previous stage
  2. additionis charged into an enameled reactor
  3. temperatureThe mixture is then heated to 70-75° C.
  4. temperatureIt is then cooled to 50-60° C.
  5. customthe water is removed by vacuum distillation until an oily residue
  6. customis obtained
  7. temperatureThe oily residue is cooled to 30-35° C.
  8. customThe mixture obtained
  9. stirringis stirred always at 30-35° C.
  10. waitleft under rest until the phases
  11. customseparate
  12. customwhile the solvent is removed from the organic phase by vacuum distillation until an oily residue
  13. customis obtained
  14. temperatureThis residue is then cooled

Sources & evidence

ORD record
ord-42fd81055eab4a57826e72b16076f986
Source dataset
uspto-grants-2011_08
Patent number
US08008514B2

Reaction notes

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