p-Toluenesulfonic acid → Tetrahydropyranyl 4-(hexadecylamino)benzoate

HRID 1680295

Reaktionsgleichung

Reaktionsgleichung von HRID 1680295
[CH2:1]([NH:17][C:18]1[CH:26]=[CH:25][C:21]([C:22]([OH: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].[O:27]1[CH:32]=[CH:31][CH2:30][CH2:29][CH2:28]1.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[CH2:1]([NH:17][C:18]1[CH:19]=[CH:20][C:21]([C:22]([O:24][CH:28]2[CH2:29][CH2:30][CH2:31][CH2:32][O:27]2)=[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 6101p-Toluenesulfonic acidHCID 80803,4-dihydro-2H-pyranHCID 472634-(Hexadecylamino)benzoic acid

Produkt 1

HCID 23457765Tetrahydropyranyl 4-(hexadecylamino)benzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A mixture of 7 g. (19.4 m moles) 4-(hexadecylamino)benzoic acid, 2 g. (23.8 m moles) dihydropyran and 100 mg. anhydrous p-toluenesulfonic acid in 50 ml. toluene is stirred at room temperature for 20 hours. The solution is washed with saturated sodium bicarbonate, dried, and condensed. The residue is crystallized from methylcyclohexane to white crystals.

Aufarbeitung

  1. additionA mixture of 7 g
  2. washThe solution is washed with saturated sodium bicarbonate
  3. customdried
  4. customcondensed
  5. customThe residue is crystallized from methylcyclohexane to white crystals

Quellen und Nachweise

ORD-Eintrag
ord-8cffe7439b4241a9a6c108418e08f79f
Quelldatensatz
uspto-grants-1981_06
Patentnummer
US04272546

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