Sodium Hydroxide → 3-[4,5-diphenyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazol-2-yl]-propionic acid

HRID 220263

Reaktionsgleichung

Reaktionsgleichung von HRID 220263
C[O:2][C:3](=[O:31])[CH2:4][CH2:5][C:6]1[N:7]([CH2:23][O:24][CH2:25][CH2:26][Si:27]([CH3:30])([CH3:29])[CH3:28])[C:8]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:10]=1.[OH-].[Na+]>C(O)C>[C:11]1([C:9]2[N:10]=[C:6]([CH2:5][CH2:4][C:3]([OH:31])=[O:2])[N:7]([CH2:23][O:24][CH2:25][CH2:26][Si:27]([CH3:29])([CH3:28])[CH3:30])[C:8]=2[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 684117713-[4,5-diphenyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazol-2-yl]-propionic acid methyl ester

Produkt 1

HCID 684143723-[4,5-diphenyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazol-2-yl]-propionic acidAusbeute 94,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

150 mg of 3-[4,5-diphenyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazol-2-yl]-propionic acid methyl ester were dissolved in 1 mL of ethanol and treated with 0.7 mL of a 1M aq. solution of sodium hydroxide. The mixture was partitioned between water and Et2O. The aq. layer was separated, acidified with 25%-HCl and extracted with DCM. The organic phase was dried over anh. Na2SO4 and concentrated in vacuo to give 137 mg of 3-[4,5-diphenyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazol-2-yl]-propionic acid the product as a white solid.

Aufarbeitung

  1. customThe mixture was partitioned between water and Et2O
  2. customThe aq. layer was separated
  3. extractionextracted with DCM
  4. dry with materialThe organic phase was dried over anh. Na2SO4
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-8c55cd5a7d824a9bbde270638954d690
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08202885B2

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