Sodium Hydroxide → 4-(2-(4-Isopropylbenzamido)ethoxy)benzoic acid

HRID 1762176Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1762176
[CH:1]([C:4]1[CH:25]=[CH:24][C:7]([C:8]([NH:10][CH2:11][CH2:12][O:13][C:14]2[CH:23]=[CH:22][C:17]([C:18]([O:20]C)=[O:19])=[CH:16][CH:15]=2)=[O:9])=[CH:6][CH:5]=1)([CH3:3])[CH3:2].[OH-].[Na+]>C(O)C.O>[CH:1]([C:4]1[CH:5]=[CH:6][C:7]([C:8]([NH:10][CH2:11][CH2:12][O:13][C:14]2[CH:23]=[CH:22][C:17]([C:18]([OH:20])=[O:19])=[CH:16][CH:15]=2)=[O:9])=[CH:24][CH:25]=1)([CH3:3])[CH3:2]

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 14426623Methyl 4-[2-(4-isopropylbenzamido)ethoxy]benzoate

Produkt 1

HCID 30810274-(2-(4-Isopropylbenzamido)ethoxy)benzoic acidAusbeute 82 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

Methyl 4-[2-(4-isopropylbenzamido)ethoxy]benzoate (102.42 g) was dissolved in 1 liter of ethanol with heating. A solution of 14.4 g of sodium hydroxide in 200 ml of water was added to the above ethanolic solution and the mixture was heated to reflux for 2 hours. The reaction solution was concentrated in vacuo, 1 liter of ice water was added to the residue, the mixture was neutralized with 10% hydrochloric acid, crystals separated out therefrom were collected by filtration, washed with water, dried and recrystallized from ethanol to give 80.5 g (yield: 82%) of crystalline product. M.p. 202°-203° C.

Aufarbeitung

  1. temperaturewith heating
  2. temperaturethe mixture was heated
  3. temperatureto reflux for 2 hours
  4. concentrationThe reaction solution was concentrated in vacuo, 1 liter of ice water
  5. additionwas added to the residue
  6. customseparated out
  7. filtrationtherefrom were collected by filtration
  8. washwashed with water
  9. customdried
  10. customrecrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-cd9d1d3528b84a1d8ba1aaf84c9f01c4
Quelldatensatz
uspto-grants-1989_05
Patentnummer
US04831055

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