4-Chlorophenol → 4-Chlorophenyl 4-(hexadecylamino)benzoate

HRID 126945Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 126945
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.C(N(CC)CC)C.Cl.[CH2:17]([NH:33][C:34]1[CH:42]=[CH:41][C:37]([C:38](Cl)=[O:39])=[CH:36][CH:35]=1)[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][CH3:32]>C(Cl)Cl>[CH2:17]([NH:33][C:34]1[CH:35]=[CH:36][C:37]([C:38]([O:8][C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=2)=[O:39])=[CH:41][CH:42]=1)[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][CH3:32]

Komponenten

5

Edukt 3

HCID 46844-ChlorophenolHCID 8471TriethylamineHCID 132553224-Hexadecylaminobenzoyl chloride hydrochloride

Produkt 1

HCID 234577774-Chlorophenyl 4-(hexadecylamino)benzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a solution of 6.4 g. (50 m moles) 4-chlorophenol and 7.6 g. (75 m moles) triethylamine in 500 ml. methylene chloride is added 10.4 g. (25 m moles) 4-(hexadecylamino)benzoyl chloride hydrochloride in 250 ml. methylene chloride. After four hours at reflux, the solution is cooled, washed with water and dilute phosphoric acid, and dried. After passing the solution through a column of alumina, the solvent is evaporated and the residue is crystallized from diisopropyl ether.

Aufarbeitung

  1. temperatureAfter four hours at reflux
  2. temperaturethe solution is cooled
  3. washwashed with water and dilute phosphoric acid
  4. customdried
  5. customthe solvent is evaporated
  6. customthe residue is crystallized from diisopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-f0190ceb69e644dda50395a5f4a31a74
Quelldatensatz
uspto-grants-1981_03
Patentnummer
US04254138

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