Isopropanol → Acetic acid, (p-aminobenzoyl)-, ethyl ester (6CI,7CI)

HRID 542401

Reaktionsgleichung

Reaktionsgleichung von HRID 542401
[Cl-].[NH4+].C(O)(C)C.[N+:7]([C:10]1[CH:23]=[CH:22][C:13]([C:14]([CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])=[O:15])=[CH:12][CH:11]=1)([O-])=O>O>[NH2:7][C:10]1[CH:11]=[CH:12][C:13]([C:14]([CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])=[O:15])=[CH:22][CH:23]=1

Komponenten

5

Edukt 3

HCID 3776IsopropanolHCID 13281Benzenepropanoic acid, 4-nitro-beta-oxo-, ethyl esterHCID 25517Ammonium Chloride

Produkt 1

HCID 3045879Acetic acid, (p-aminobenzoyl)-, ethyl ester (6CI,7CI)Ausbeute 83,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
5 °C

Versuchsvorschrift

A mixture of 224 g of reduced iron, 13.4 g of ammonium chloride, 1,000 ml of isopropyl alcohol, and 200 ml of water was prepared, and then 237 g of ethyl p-nitrobenzoylacetate was added thereto in small amounts at temperatures ranging between 50° and 70° C. They were reacted at 70° C. for 1 hour and then the reaction solution was filtered. Then, 1,000 ml of water was added to the filtrate and cooled to 5° C., and crystals precipitated were collected by filtration to yield 172 g of yellow ethyl p-aminobenzoylacetate crystals, m.p., 82°-4° C.

Aufarbeitung

  1. customwas prepared
  2. customranging between 50° and 70° C
  3. customThey were reacted at 70° C. for 1 hour
  4. filtrationthe reaction solution was filtered
  5. additionThen, 1,000 ml of water was added to the filtrate
  6. customcrystals precipitated
  7. filtrationwere collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-e2635a4e17704d4890f22ca506076b41
Quelldatensatz
uspto-grants-1987_04
Patentnummer
US04657848

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