Hydrochloric Acid → 4-Cyanoisophthalic acid

HRID 2414222Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2414222
C[O:2][C:3](=[O:16])[C:4]1[CH:13]=[CH:12][C:11]([C:14]#[N:15])=[C:6]([C:7]([O:9]C)=[O:8])[CH:5]=1.[OH-].[Li+].Cl>CO.O>[C:14]([C:11]1[CH:12]=[CH:13][C:4]([C:3]([OH:16])=[O:2])=[CH:5][C:6]=1[C:7]([OH:9])=[O:8])#[N:15]

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 10376118Dimethyl 4-cyano-1,3-benzenedicarboxylate

Produkt 1

HCID 226444314-Cyanoisophthalic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

4-Cyanoisophthalic acid dimethyl ester 203 (1.70 g, 7.76 mmol) was dissolved in methanol (100 mL) and then treated with an aqueous solution of lithium hydroxide (2.0 g, 46.5 mmol) in 50 mL of water. The basic solution was stirred at ambient temperature for 1.5 hour. It was then poured into a 10% HCl solution. The solution was extracted with ethyl acetate and the combined extracts were dried over Na2SO4. Removal of solvent gave quantitative yield of 4-cyanoisophthalic acid 204: 1H NMR (400 MHz, CD3OD) δ 8.01 (d, J=8 Hz, 1H), 8.33 (dd, J=1.7 Hz, J=8 Hz, 1H), 8.73 (d, J=1.7 Hz, 1H).

Aufarbeitung

  1. extractionThe solution was extracted with ethyl acetate
  2. dry with materialthe combined extracts were dried over Na2SO4
  3. customRemoval of solvent

Quellen und Nachweise

ORD-Eintrag
ord-677ec35014b0470caa8a41ef9c3e3026
Quelldatensatz
uspto-grants-2004_11
Patentnummer
US06811979B2

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