Methyl Laurate → Span(R) 20

HRID 2195002

Reaktionsgleichung

Reaktionsgleichung von HRID 2195002
[CH2:1]1[O:5][CH:4]([CH:6]([OH:9])[CH2:7][OH:8])[C@@H:3]([OH:10])[CH:2]1[OH:11].[C:12](OC)(=[O:24])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23].CO.C[O-].[Na+].[PH2]([O-])=O.[Na+]>>[CH3:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][C:12]([O:8][CH2:7][CH:6]([OH:9])[C@H:4]1[O:5][CH2:1][C@H:2]([OH:11])[C@H:3]1[OH:10])=[O:24]

Komponenten

5

Edukt 4

HCID 8139Methyl Laurate2×HCID 103023(3S)-2-(1,2-dihydroxyethyl)oxolane-3,4-diolHCID 23694274Sodium methanolate methanolHCID 178527019HCID 178527019, Verbindung

Produkt 1

HCID 16218599Span(R) 20

Reaktionsbedingungen

Temperatur
65 °C

Versuchsvorschrift

After 469 g of a 70% by weight sorbitan aqueous solution (aldehyde value of sorbitan: 6.5 ppm) and 556 g of methyl laurate were charged into a 2000 mL four-neck flask fitted with a stirring apparatus, a thermometer, and a nitrogen gas inlet, dehydration was performed at 110° C. under a nitrogen stream at normal pressure for 1 hour and further at 110° C. under a nitrogen stream at 4 kPa for 1 hour. The whole was cooled to 65° C. and, after 35.4 g of a 5% by weight sodium methoxide methanol solution and 0.44 g of sodium hypophosphite were added thereto, was heated under a nitrogen stream at normal pressure to 150° C. as a reaction temperature. After the temperature reached 150° C., the reaction was carried out under a nitrogen stream at normal pressure. At the time point when the spot of methyl laurate as a raw material disappeared on thin-layer chromatography, it was judged that the reaction was completed. The reaction time was 8 hours and, after the completion of the reaction was confirmed, the product was filtrated at 80° C. to obtain sorbitan monolaurate.

Aufarbeitung

  1. customfitted with a stirring apparatus
  2. customwas performed at 110° C. under a nitrogen
  3. customfor 1 hour
  4. temperaturewas heated under a nitrogen stream at normal pressure to 150° C. as a reaction temperature
  5. customreached 150° C.
  6. waitThe reaction time was 8 hours
  7. filtrationthe product was filtrated at 80° C.

Quellen und Nachweise

ORD-Eintrag
ord-1f51aaf1871a44d8b311c8bb1a062058
Quelldatensatz
uspto-grants-2012_12
Patentnummer
US08334397B2

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