Methanesulfonic Acid → 2-Phenoxyethyl docosanoate

HRID 1351047

Reaktionsgleichung

Reaktionsgleichung von HRID 1351047
[O:1]([CH2:8][CH2:9][OH:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CCOCC.[C:16](O)(=[O:38])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37].CS(O)(=O)=O>>[C:16]([O:10][CH2:9][CH2:8][O:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)(=[O:38])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37]

Komponenten

4

Edukt 3

HCID 6395Methanesulfonic AcidHCID 8215Docosanoic AcidHCID 694146262-Phenoxyethanol Ether

Produkt 1

HCID 222571502-Phenoxyethyl docosanoate

Reaktionsbedingungen

Temperatur
220 °C

Versuchsvorschrift

To a four neck round bottom flask fitted with nitrogen inlet, mechanical stirrer, temperature probe and condenser is charged 925.05 g (2.08 moles) of the Alkoxylate from example 27 and 674.95 g (1.98 moles) of Behenic Acid. A catalytic amount of Methanesulfonic Acid (1.6 g) is charged and the reaction mixture is heated to 220° C. under nitrogen sparge. The reaction is monitored by measuring the acid value to an AV of preferably less than 5. Once the AV is reached, the temperature is cooled to 85° C. and the catalyst is neutralized with an equivalent molar amount of 45% KOH and washed once with water. The reaction is dried under vacuum yielding the desired product.

Aufarbeitung

  1. customTo a four neck round bottom flask fitted with nitrogen inlet, mechanical stirrer
  2. customsparge
  3. temperaturethe temperature is cooled to 85° C.
  4. washwashed once with water
  5. customThe reaction is dried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-91a3d4b168874cfe9232f3053bb7d902
Quelldatensatz
uspto-grants-2007_05
Patentnummer
US07217424B2

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