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

HRID 615050Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 615050
[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-d2a37d301d0f45c3b32c942264c3db39
Quelldatensatz
uspto-grants-1979_03
Patentnummer
US04146546

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