p-Toluenesulfonic acid → 1,2,3,4-Butane Tetracarboxylic Acid Monododecyl Ester

HRID 1679808

Reaktionsgleichung

Reaktionsgleichung von HRID 1679808
[CH2:1]([C:14]([OH:16])=[O:15])[CH:2]([C:11]([OH:13])=[O:12])[CH:3]([C:8]([OH:10])=[O:9])[CH2:4][C:5]([OH:7])=[O:6].[CH2:17](O)[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28].C1(C)C=CC(S(O)(=O)=O)=CC=1.O1CCOCC1>>[CH2:28]([O:6][C:5]([CH2:4][CH:3]([C:8]([OH:10])=[O:9])[CH:2]([C:11]([OH:13])=[O:12])[CH2:1][C:14]([OH:16])=[O:15])=[O:7])[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH3:17]

Komponenten

5

Edukt 4

HCID 6101p-Toluenesulfonic acidHCID 81931-DodecanolHCID 155601,2,3,4-Butanetetracarboxylic acidHCID 312751,4-Dioxane

Produkt 1

HCID 178700661,2,3,4-Butane Tetracarboxylic Acid Monododecyl Ester

Versuchsvorschrift

A blend of 1,2,3,4-butane tetracarboxylic acid (28.5 g., 0.121 mole), dodecyl alcohol (21.8 grams, 0.118 mole), p-toluenesulfonic acid (0.1 gram, 0.6 mole) and 300 ml. (3.4 moles) of dioxane was placed in a Soxhlet apparatus containing 4A molecular sieve. The mixture was brought to reflux with the vapor condensate passing through the molecular sieve to remove water formed during the reaction. After 48 hours reflux, the dioxane solution was removed and stripped of solvent under reduced pressure (20 mm.). The residue (50 grams) showed the presence of both carboxylic acid and ester groups in the infrared.

Aufarbeitung

  1. temperatureto reflux with the vapor condensate
  2. customto remove water
  3. customformed during the reaction
  4. temperatureAfter 48 hours reflux
  5. customthe dioxane solution was removed

Quellen und Nachweise

ORD-Eintrag
ord-1ef41439e74047c69765127a3829d895
Quelldatensatz
uspto-grants-1981_06
Patentnummer
US04271032

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