Potassium Hydroxide → 4-Methoxy-3-nitrobenzoic acid

HRID 1586

Reaktionsgleichung

Reaktionsgleichung von HRID 1586
[N+:1]([C:4]1[C:5](C)=[C:6]([CH:10]=[CH:11][C:12]=1[O:13][CH3:14])[C:7]([O-:9])=[O:8])([O-:3])=[O:2].[OH-].[K+]>O1CCCC1>[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]=1[O:13][CH3:14])[C:7]([OH:9])=[O:8])([O-:3])=[O:2]

Komponenten

4

Edukt 2

HCID 14797Potassium HydroxideHCID 189170523-Nitro-4-methoxy-methylbenzoate

Produkt 1

HCID 666404-Methoxy-3-nitrobenzoic acidAusbeute 76,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a 500 ml erlenmeyer flask with magnetic stirrer was charged 10.3 g of 3-nitro-4-methoxy-methylbenzoate, 400 ml tetrahydrofuran, and 3.2 g of 86% potassium hydroxide. The reaction was stirred for 12 hours at ambient temperature, after which the resulting solid was collected by vacuum filtration and washed with 2×100 ml of ethyl ether. The solid was dissolved in 200 ml of water and acidified to pH 4 with 6N hydrochloric acid. The resulting precipitate was collected by vacuum filtration, washed with 200 ml water, and dried overnight in vacuo at 30° C. Isolated 7.4 g of product as a white solid.

Aufarbeitung

  1. filtrationafter which the resulting solid was collected by vacuum filtration
  2. washwashed with 2×100 ml of ethyl ether
  3. dissolutionThe solid was dissolved in 200 ml of water
  4. filtrationThe resulting precipitate was collected by vacuum filtration
  5. washwashed with 200 ml water
  6. customdried overnight in vacuo at 30° C

Quellen und Nachweise

ORD-Eintrag
ord-7eeb6357d2624e32bcc06f1bb1a4e975
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05726176

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