Benzocaine → Ethyl 4-(13,13-dimethyltetradecyl)aminobenzoate

HRID 1980185Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1980185
[CH3:1][C:2]([CH3:17])([CH3:16])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14]Br.[NH2:18][C:19]1[CH:29]=[CH:28][C:22]([C:23]([O:25][CH2:26][CH3:27])=[O:24])=[CH:21][CH:20]=1>CN(C)P(N(C)C)(N(C)C)=O>[CH3:1][C:2]([CH3:17])([CH3:16])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][NH:18][C:19]1[CH:20]=[CH:21][C:22]([C:23]([O:25][CH2:26][CH3:27])=[O:24])=[CH:28][CH:29]=1

Komponenten

4

Edukt 2

HCID 2337BenzocaineHCID 2043733913,13-Dimethyltetradecyl bromide

Produkt 1

HCID 20437372Ethyl 4-(13,13-dimethyltetradecyl)aminobenzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 12679HexamethylphosphoramideLösungsmittel

Versuchsvorschrift

A solution of 10 g. of 13,13-dimethyltetradecyl bromide and 10.8 g. of ethyl 4-aminobenzoate in 75 ml. hexamethylphosphoramide is heated at 110° C. for 17 hours. The cooled solution is diluted with 100 ml. water, filtered, and the residue is washed in portions with 100 ml. 50% ethanol-water. After drying, the product is crystallized from ethanol to yield ethyl 4-(13,13-dimethyltetradecyl)aminobenzoate as colorless crystals.

Aufarbeitung

  1. additionThe cooled solution is diluted with 100 ml
  2. filtrationwater, filtered
  3. washthe residue is washed in portions with 100 ml
  4. customAfter drying
  5. customthe product is crystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-2ae954eea59f4473aa7be10e7001a325
Quelldatensatz
uspto-grants-1984_11
Patentnummer
US04485105

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