Benzocaine → Benzoic acid, 4-[[(4-methoxyphenyl)methyl]amino]-, ethyl ester

HRID 2052486Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2052486
[NH2:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:4][CH:3]=1.CN(C)P(N(C)C)(N(C)C)=O.Cl[CH2:25][C:26]1[CH:31]=[CH:30][C:29]([O:32][CH3:33])=[CH:28][CH:27]=1>O>[CH3:33][O:32][C:29]1[CH:30]=[CH:31][C:26]([CH2:25][NH:1][C:2]2[CH:3]=[CH:4][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:11][CH:12]=2)=[CH:27][CH:28]=1

Komponenten

5

Edukt 3

HCID 2337BenzocaineHCID 12679HexamethylphosphoramideHCID 699934-Methyloxybenzyl chloride

Produkt 1

HCID 4435805Benzoic acid, 4-[[(4-methoxyphenyl)methyl]amino]-, ethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 33 g. of ethyl p-aminobenzoate, 100 ml. of hexamethylphosphoramide and 15.7 g. of p-(chloromethyl)anisole are heated at 100°-110° C. for 22 hours. The solution is chilled, diluted with 60 ml. of water, chilled, filtered and the solid washed with ethanol and with water to give yellow crystals. Recrystallization from ethanol gives pale yellow crystals, m.p. 128°-130° C.

Aufarbeitung

  1. additionA mixture of 33 g
  2. temperatureThe solution is chilled
  3. additiondiluted with 60 ml
  4. filtrationfiltered
  5. washthe solid washed with ethanol and with water
  6. customto give yellow crystals
  7. customRecrystallization from ethanol
  8. customgives pale yellow crystals, m.p. 128°-130° C.

Quellen und Nachweise

ORD-Eintrag
ord-e52b1390bd0c4f1a9c6942d80c55e004
Quelldatensatz
uspto-grants-1980_01
Patentnummer
US04185115

Notizen zur Reaktion

Wird geladen…