Ethanol → HCID 22323434, compound

HRID 1013612Notes

Reaction equation

HRID 1013612 reaction equation
C([CH:3]([CH2:21][CH2:22][CH2:23]C)[CH2:4]/[C:5](/C([O-])=O)=[C:6](\[CH2:10][CH:11]([CH2:16][CH3:17])[CH2:12][CH2:13][CH2:14][CH3:15])/[C:7]([O-:9])=[O:8])C.S(OS([O-])=O)([O-])=O.[Na+:32].[Na+].S([O-])([O-])=O.[S:38]([CH:42](CC([O-])=O)[C:43]([O-:45])=[O:44])([OH:41])(=[O:40])=[O:39].[CH2:50](O)[CH3:51]>O>[CH2:50]([CH:4]([CH2:3][CH2:21][CH2:22][CH3:23])[CH2:5][C:6]([CH2:10][CH:11]([CH2:16][CH3:17])[CH2:12][CH2:13][CH2:14][CH3:15])([C:7]([O-:9])=[O:8])[CH:42]([S:38]([OH:41])(=[O:40])=[O:39])[C:43]([O-:45])=[O:44])[CH3:51].[Na+:32].[Na+:32]

Participants

7

Reactant 5

HCID 702EthanolHCID 1099SulfiteHCID 24346Disodium disulfiteHCID 21226407HCID 21226407, compoundHCID 21965163HCID 21965163, compound

Product 1

HCID 22323434HCID 22323434, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
104 °C

Procedure

556 g (1.63 mol) di-(2-ethylhexyl)-maleate, 40 g Hydropalat 875, 160 g (0.84 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 solution thus obtained contained 75% by weight sulfosuccinate and had the following characteristic data: Epton: 16.39%; dry residue: 74.29%.

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 solution thus obtained

Sources & evidence

ORD record
ord-2d40b59304d2436e8b02b3c4818acf73
Source dataset
uspto-grants-2011_07
Patent number
US07981932B2

Reaction notes

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