Hydrochloric Acid → 4-Bromo-2-cyanobenzoic acid

HRID 1804135Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1804135
[Br:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8]C)=[O:7])=[C:4]([C:12]#[N:13])[CH:3]=1.C(COC)OC.O.[OH-].[Li+].Cl>O>[Br:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([OH:8])=[O:7])=[C:4]([C:12]#[N:13])[CH:3]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 80711,2-Dimethoxyethane2×HCID 168937Lithium hydroxide, monohydrateHCID 58484706Methyl 4-bromo-2-cyanobenzoate

Produkt 1

HCID 584845854-Bromo-2-cyanobenzoic acidAusbeute 93,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To methyl 4-bromo-2-cyanobenzoate (4.76 g) described in Preparation Example 191 was added dimethoxyethane (78 mL), a solution obtained by dissolving lithium hydroxide monohydrate (1.25 g) in water (30 mL) under ice-cooling was added dropwise, and the mixture was stirred for 1 hr. Under ice-cooling, the mixture was neutralized with 1N hydrochloric acid and dimethoxyethane was evaporated. Water was added and the mixture was stirred under ice-cooling. The precipitated crystals were collected by filtration to give the title compound (4.19 g).

Aufarbeitung

  1. customa solution obtained
  2. temperaturecooling
  3. additionwas added dropwise
  4. temperatureUnder ice-cooling
  5. customwas evaporated
  6. additionWater was added
  7. stirringthe mixture was stirred under ice-
  8. temperaturecooling
  9. filtrationThe precipitated crystals were collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-9d8c4ed602bc4c0baecd46e6fda6f17b
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08354401B2

Notizen zur Reaktion

Wird geladen…