Hexamethylphosphoramide → 4-Hydroxybutyl 4-(n-hexadecylamino)benzoate

HRID 1439292Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1439292
[CH2:1]([NH:17][C:18]1[CH:26]=[CH:25][C:21]([C:22]([O-:24])=[O:23])=[CH:20][CH:19]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].[Na+].Cl[CH2:29][CH2:30][CH2:31][CH2:32][OH:33].CN(C)P(N(C)C)(N(C)C)=O>O>[CH2:1]([NH:17][C:18]1[CH:19]=[CH:20][C:21]([C:22]([O:24][CH2:29][CH2:30][CH2:31][CH2:32][OH:33])=[O:23])=[CH:25][CH:26]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

Komponenten

5

Edukt 3

HCID 12679HexamethylphosphoramideHCID 135694-Chloro-1-butanolHCID 23703815Cetaben Sodium

Produkt 1

HCID 130193784-Hydroxybutyl 4-(n-hexadecylamino)benzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

A mixture of 7.66 g of sodium 4-(n-hexadecylamino)benzoate, 7.55 g of 4-chloro-1-butanol, and 20.0 ml of hexamethylphosphoramide is stirred at 150° C for two hours, allowed to cool, and poured into water. The solid is collected by filtration and then is dissolved in methylene chloride. The solution is washed with water, dried, and evaporated. The residual solid is crystallized from hexane to yield 4-hydroxybutyl 4-(n-hexadecylamino)benzoate as a white solid, mp 61°-63° C.

Aufarbeitung

  1. temperatureto cool
  2. filtrationThe solid is collected by filtration
  3. dissolutionis dissolved in methylene chloride
  4. washThe solution is washed with water
  5. customdried
  6. customevaporated
  7. customThe residual solid is crystallized from hexane

Quellen und Nachweise

ORD-Eintrag
ord-af604fec45c54c5095652e5a80610820
Quelldatensatz
uspto-grants-1977_11
Patentnummer
US04058550

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