Hydrochloric Acid → 3-[(3-Cyano-phenylcarbamoyl)-methoxy]-benzoic acid

HRID 1524264Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1524264
[OH-].[Li+].C[O:4][C:5](=[O:25])[C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([O:12][CH2:13][C:14](=[O:24])[NH:15][C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([C:22]#[N:23])[CH:17]=2)[CH:7]=1.CO.Cl>O>[C:22]([C:18]1[CH:17]=[C:16]([NH:15][C:14]([CH2:13][O:12][C:8]2[CH:7]=[C:6]([CH:11]=[CH:10][CH:9]=2)[C:5]([OH:25])=[O:4])=[O:24])[CH:21]=[CH:20][CH:19]=1)#[N:23]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 3939Lithium HydroxideHCID 81732703-[(3-Cyano-phenylcarbamoyl)-methoxy]-benzoic acid methyl ester

Produkt 1

HCID 454172573-[(3-Cyano-phenylcarbamoyl)-methoxy]-benzoic acidAusbeute 70,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

Add lithium hydroxide (0.15 g, 6.3 mmol) to a suspension of 3-[(3-cyano-phenylcarbamoyl)-methoxy]-benzoic acid methyl ester (0.94 g, 3.1 mmol) in a 1:1 mixture of MeOH:water (30 mL). Stir the mixture at room temperature for 15 h then adjust the pH of the reaction to slightly acidic by the addition of a 2 N solution of hydrochloric acid. A solid precipitates from solution. Collect by filtration, wash with water, and dry on the filter pad to provide 0.650 g of 3-[(3-cyano-phenylcarbamoyl)-methoxy]-benzoic acid as a solid.

Aufarbeitung

  1. customthe pH of the reaction to
  2. customA solid precipitates from solution
  3. filtrationCollect by filtration
  4. washwash with water
  5. customdry on the filter pad

Quellen und Nachweise

ORD-Eintrag
ord-7dd970f8a8c249cbb477543f486bec6a
Quelldatensatz
uspto-grants-2015_07
Patentnummer
US09079880B2

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