Hydrochloric Acid → 2-Methyl-4-(1-methyl-cyclopropyl)-benzoic acid

HRID 2069784Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2069784
C[O:2][C:3](=[O:15])[C:4]1[CH:9]=[CH:8][C:7]([C:10]2([CH3:13])[CH2:12][CH2:11]2)=[CH:6][C:5]=1[CH3:14].CO.[OH-].[Na+].Cl>O>[CH3:14][C:5]1[CH:6]=[C:7]([C:10]2([CH3:13])[CH2:12][CH2:11]2)[CH:8]=[CH:9][C:4]=1[C:3]([OH:15])=[O:2]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 592165062-Methyl-4-(1-methyl-cyclopropyl)-benzoic acid methyl ester

Produkt 1

HCID 592164362-Methyl-4-(1-methyl-cyclopropyl)-benzoic acidAusbeute 85,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

2-Methyl-4-(1-methyl-cyclopropyl)-benzoic acid methyl ester (2.75 g, 13.46 mmol) was treated with methanol and 5 M aqueous sodium hydroxide solution (20.46 ml, 102.32 mmol). This solution was heated to 80° C. for 4 hours. The reaction mixture was concentrated until methanol was evaporated. A white solid was obtained. The solid was dissolved in 50 ml water under heating then cooled with an ice bath; acidified with 10 ml conc. hydrochloric acid. A white precipitate was formed; filtered; washed with water; dried under high vacuum over night to yield 2-Methyl-4-(1-methyl-cyclopropyl)-benzoic acid (2.18 g, 11.46 mmol) MS (ESI) 189.1 (M-H)−

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated until methanol
  2. customwas evaporated
  3. customA white solid was obtained
  4. temperatureunder heating
  5. temperaturethen cooled with an ice bath
  6. customA white precipitate was formed
  7. filtrationfiltered
  8. washwashed with water
  9. customdried under high vacuum over night

Quellen und Nachweise

ORD-Eintrag
ord-d35a44d663af4f76b434c62867d443c7
Quelldatensatz
uspto-grants-2012_10
Patentnummer
US08299077B2

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