Hydrochloric Acid → 2-[2-(4-Carboxymethyl-2-chlorophenoxy)-1-methylethyl]amino-1-(3-chlorophenyl)ethanol

HRID 1682721Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1682721
[OH-].[K+].C[O:4][C:5]([CH2:7][C:8]1[CH:28]=[CH:27][C:11]([O:12][CH2:13][CH:14]([NH:16][CH2:17][CH:18]([C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([Cl:26])[CH:21]=2)[OH:19])[CH3:15])=[C:10]([Cl:29])[CH:9]=1)=[O:6].Cl>O.CO>[C:5]([CH2:7][C:8]1[CH:28]=[CH:27][C:11]([O:12][CH2:13][CH:14]([NH:16][CH2:17][CH:18]([C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([Cl:26])[CH:21]=2)[OH:19])[CH3:15])=[C:10]([Cl:29])[CH:9]=1)([OH:6])=[O:4]

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 218321762-[2-(4-Methoxycarbonylmethyl-2-chlorophenoxy)-1-methylethyl]amino-1-(3-chlorophenyl)ethanol

Produkt 1

HCID 544047592-[2-(4-Carboxymethyl-2-chlorophenoxy)-1-methylethyl]amino-1-(3-chlorophenyl)ethanolAusbeute 43,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 6.0 g of potassium hydroxide in 10 ml of water was added to a solution of 2.3 g of 2-[2-(4-methoxycarbonylmethyl-2-chlorophenoxy)-1-methylethyl]amino-1-(3-chlorophenyl)ethanol (prepared as described in Example 22) in 90 ml of methanol, and the resulting mixture was allowed to stand overnight. At the end of this time, the reaction mixture was poured into ice-water and the pH of the mixture was adjusted to a value of 7 by the addition of 1N aqueous hydrochloric acid, after which it was irradiated with ultrasonic waves. The crystals which precipitated were collected by filtration and recrystallized from methanol, to give 0.97 g of the title compound as crystals, melting at 188°-192° C.

Aufarbeitung

  1. customafter which it was irradiated with ultrasonic waves
  2. customThe crystals which precipitated
  3. filtrationwere collected by filtration
  4. customrecrystallized from methanol

Quellen und Nachweise

ORD-Eintrag
ord-d60623e0764e490a8aa48e82c170d9f5
Quelldatensatz
uspto-grants-1997_06
Patentnummer
US05635534

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