Sulfite → HCID 87353620, compound

HRID 1013613Notes

Reaction equation

HRID 1013613 reaction equation
[CH2:1]([CH:4]([CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])[CH2:5][C:6]([CH2:18][CH:19]([CH2:25][CH2:26][CH3:27])[CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])([C:15]([O-:17])=[O:16])[CH:7]([S:11]([OH:14])(=[O:13])=[O:12])[C:8]([O-:10])=[O:9])[CH2:2][CH3:3].S(OS([O-])=O)([O-])=O.[Na+:40].[Na+].S([O-])([O-])=O.[OH-].[K+].S([O-])([O-])(=O)=O.[Na+].[Na+]>C(O)C.O>[CH2:1]([CH:4]([CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])[CH2:5][C:6]([CH2:18][CH:19]([CH2:25][CH2:26][CH3:27])[CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])([C:15]([O-:17])=[O:16])[CH:7]([S:11]([OH:14])(=[O:13])=[O:12])[C:8]([O-:10])=[O:9])[CH2:2][CH3:3].[Na+:40].[Na+:40]

Participants

8

Reactant 5

HCID 1099SulfiteHCID 14797Potassium HydroxideHCID 24346Disodium disulfiteHCID 24436Sodium SulfateHCID 131729037HCID 131729037, compound

Product 1

HCID 87353620HCID 87353620, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent2×HCID 962WaterSolvent2×

Conditions

Temperature
104 °C

Procedure

574 g (1.45 mol) di-(2-propylheptyl)-maleate (produced in accordance with Example 2), 40 g of a solution of (a) 70% di-(2-propylheptyl)-sulfosuccinate, (b) 20% water and (c) 10% ethanol (note—the solution of the three components (a), (b) and (c) is obtained as the product of the described synthesis of Example 3. When Example 3 was carried out for the first time, the mixture of components (a), (b) and (c) was not yet available—40.0 g Hydropalat 875 were used instead), 142 g (0.75 mol) sodium disulfite and 194 g deionized water were introduced into a 1-liter four-necked flask equipped with a mechanical stirrer, heating system, reflux condenser and nitrogen inlet and were heated under reflux at 104° C. in a gentle stream of nitrogen until a clear solution was obtained (ca. 3 hours). After stirring for 10 minutes, no more sulfite could be detected in the product. On cooling, the product gelled/solidified which could be avoided by addition of a co-solvent: to this end, 50 g ethanol was added at ca. 80° C. The product thus obtained had the following characteristic data: acid value 0.18 mg KOH/g; Epton: 14.01%; dry residue: 71.66%; sodium sulfate content 0.32%.

Workup

  1. additionwere introduced into a 1-liter four-necked flask
  2. customequipped with a mechanical stirrer
  3. temperatureheating system
  4. temperaturereflux condenser and nitrogen inlet
  5. temperaturewere heated
  6. customwas obtained (ca. 3 hours)
  7. temperatureOn cooling
  8. additioncould be avoided by addition of a co-solvent
  9. customThe product thus obtained

Sources & evidence

ORD record
ord-9aabff25b1744370bb39c6100b82885d
Source dataset
uspto-grants-2011_07
Patent number
US07981932B2

Reaction notes

Loading…