Ethylene Glycol → 1-(3-Bromophenyl)cyclopropane-1-carboxylic acid

HRID 216621

Reaktionsgleichung

Reaktionsgleichung von HRID 216621
[Br:1][C:2]1[CH:3]=[C:4]([C:8]2([C:11]#N)[CH2:10][CH2:9]2)[CH:5]=[CH:6][CH:7]=1.C(O)C[OH:15].[OH-:17].[K+].Cl>O>[Br:1][C:2]1[CH:3]=[C:4]([C:8]2([C:11]([OH:15])=[O:17])[CH2:10][CH2:9]2)[CH:5]=[CH:6][CH:7]=1

Komponenten

6

Edukt 4

HCID 174Ethylene GlycolHCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 200261781-(3-Bromophenyl)cyclopropane-1-carbonitrile2×

Produkt 1

HCID 167697291-(3-Bromophenyl)cyclopropane-1-carboxylic acidAusbeute 87 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
140 °C

Versuchsvorschrift

1-(3-Bromophenyl)cyclopropanecarbonitrile (Reference compound 25-1, 5.0 g, 23 mmol) and ethylene glycol (20 mL) were added to a solution of potassium hydroxide (3.7 g, 66 mmol) in water (20 mL). The mixture was stirred at 140° C. for 4 hours. The reaction mixture was poured into a solution mixture of ice-water mL) and 6 N hydrochloric acid (50 mL). The precipitated solid was separated by filtration and dried under reduced pressure to give the title reference compound (4.7 q) as a brown solid (yield 87%).

Aufarbeitung

  1. customThe precipitated solid was separated by filtration
  2. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-e1535d90a9634d4cbaace9b50cfd045b
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08193237B2

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