Sodium Hydroxide → (+/-)-4-Dodecyl-alpha-phenyl-1H-imidazole-1-acetic acid

HRID 1756955Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1756955
[OH-].[Na+].[CH2:3]([C:15]1[N:16]=[CH:17][N:18]([CH:20]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:21]([O:23]CC)=[O:22])[CH:19]=1)[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]>C(O)C>[CH2:3]([C:15]1[N:16]=[CH:17][N:18]([CH:20]([C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)[C:21]([OH:23])=[O:22])[CH:19]=1)[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 10572975ethyl (+/-)-4-dodecyl-alpha-phenyl-1H-imidazole-1-acetate

Produkt 1

HCID 10642923(+/-)-4-Dodecyl-alpha-phenyl-1H-imidazole-1-acetic acidAusbeute 60,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Solid NaOH (0.9 g, 22.6 mmol) was added to a solution of ethyl (±)-4-dodecyl-α-phenyl-1H-imidazole-1-acetate (4.5 g, 11.3 mmol) in 150 mL 95% ethanol. The resulting solution was stirred for 2 hours and then concentrated in vacuo. The residue was partitioned between water and ether, the aqueous layer was acidified with concentrated HCl, and extracted with dichloromethane. The dichloromethane solution was dried over MgSO4, filtered, and concentrated to give a white solid (2.53 g, 55%); mp 110°-118° C.

Aufarbeitung

  1. concentrationconcentrated in vacuo
  2. customThe residue was partitioned between water and ether
  3. extractionextracted with dichloromethane
  4. dry with materialThe dichloromethane solution was dried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-2e841cd1ef0649668b7b1f33d469b971
Quelldatensatz
uspto-grants-1995_08
Patentnummer
US05441975

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