Benzyl Alcohol → HCID 86748614, Verbindung

HRID 619414

Reaktionsgleichung

Reaktionsgleichung von HRID 619414
[NH2:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]([OH:11])=[O:10])[CH:5]=[CH:6][CH:7]=1.O.[C:13]1([CH3:23])[CH:18]=[CH:17][C:16]([S:19]([OH:22])(=[O:21])=[O:20])=[CH:15][CH:14]=1.[CH2:24](O)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.O>C1(C)C=CC=CC=1>[C:13]1([CH3:23])[CH:14]=[CH:15][C:16]([S:19]([OH:22])(=[O:20])=[O:21])=[CH:17][CH:18]=1.[CH2:24]([O:10][C:9](=[O:11])[CH2:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([NH2:1])[CH:3]=1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Komponenten

6

Edukt 4

HCID 244Benzyl AlcoholHCID 962WaterHCID 521998p-Toluenesulfonic acid monohydrateHCID 571807(3-Aminophenyl)acetic acid

Produkt 1

HCID 86748614HCID 86748614, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

3-amino-phenylacetic acid benzyl ester p-toluene sulphonic acid was prepared by adding 3-aminophenylacetic acid (10 g) and p-toluene sulphonic acid monohydrate (13.2 g) to benzyl alcohol (27.2 ml) in toluene (30 ml). The mixture was heated under reflux and the water formed collected in a Dean-Stark receiver. When all the water had been distilled off the mixture was allowed to cool to 25° C. before diluting with diethyl ether and placing in an ice-bath for 1 hr. The crystalline p-toluene sulphonate was filtered off and dried in a dissicator (23.5 g) NMR δ2.31(s)3H, 3.82(s)2H, 5.11(s)2H, 7.11(d)2H, 7.25-7.45(m)8H, 7.52(d)2H.

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureunder reflux
  3. customcollected in a Dean-Stark receiver
  4. distillationWhen all the water had been distilled off the mixture
  5. additionbefore diluting with diethyl ether
  6. filtrationThe crystalline p-toluene sulphonate was filtered off
  7. customdried in a dissicator (23.5 g) NMR δ2.31(s)3H, 3.82(s)2H, 5.11(s)2H, 7.11(d)2H, 7.25-7.45(m)8H, 7.52(d)2H

Quellen und Nachweise

ORD-Eintrag
ord-eca0589c5d924f20987bfb404238c57b
Quelldatensatz
uspto-grants-1999_09
Patentnummer
US05958971

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