Chloroacetonitrile → HCID 13961736, Verbindung

HRID 256339Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 256339
[OH:1][C:2]1[C:11]([O:12][CH3:13])=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].[C:14](=O)([O-])[O-].[K+].[K+].Cl[CH2:21][C:22]#[N:23]>CN(C)C=O>[C:22]([CH2:21][CH2:14][O:1][C:2]1[C:11]([O:12][CH3:13])=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5])#[N:23]

Komponenten

5

Edukt 3

HCID 7856ChloroacetonitrileHCID 11430Potassium CarbonateHCID 80651Methyl 3-methoxysalicylate

Produkt 1

HCID 13961736HCID 13961736, VerbindungAusbeute 77 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of 57.1 g (0.31 mole) of 2-hydroxy-3-methoxybenzoic acid, methyl ester, 95.5 g (0.69 mole) of anhydrous potassium carbonate, and 23.9 ml (28.5 g; 0.38 mole) of chloroacetonitrile in 260 ml of N,N-dimethylformamide is heated on the steam bath for three hours. The mixture is cooled, added to 1700 g of ice/water, stirred for 1 hour, and the precipitated crude product is filtered and washed with water. Recrystallization from aqueous methanol yields 52.5 g 77% yield) of the 2-cyanoethoxy-3-methoxybenzoic acid, methyl ester, mp 77°-78° C. (See U.S. Pat. No. 4,420,476 for mp of 74°-75° C.)

Aufarbeitung

  1. temperatureis heated on the steam bath for three hours
  2. temperatureThe mixture is cooled
  3. customthe precipitated crude product
  4. filtrationis filtered
  5. washwashed with water
  6. customRecrystallization from aqueous methanol

Quellen und Nachweise

ORD-Eintrag
ord-c202b639c696456fb101ec787bee625b
Quelldatensatz
uspto-grants-1987_10
Patentnummer
US04703053

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