Sodium Hydroxide → (1-methyl-1H-benzo[d]imidazol-5-yl)methanol

HRID 348525

Reaktionsgleichung

Reaktionsgleichung von HRID 348525
[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][C:9]([C:11](OC)=[O:12])=[CH:10][C:5]=2[N:4]=[CH:3]1.[H-].[H-].[H-].[H-].[Li+].[Al+3].[OH-].[Na+]>C1COCC1>[OH:12][CH2:11][C:9]1[CH:8]=[CH:7][C:6]2[N:2]([CH3:1])[CH:3]=[N:4][C:5]=2[CH:10]=1

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 965319Methyl 1-methyl-1H-benzo[d]imidazole-5-carboxylateHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 14518388(1-methyl-1H-benzo[d]imidazol-5-yl)methanolAusbeute 58,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of methyl 1-methylbenzimidazole-5-carboxylate (1.6 g, 8.42 mmol) in dry THF (80 mL) was treated with LiAlH4 (1.59 g, 42.1 mmol) and the mixture stirred for 2 hours. 1.5 mL of 5% NaOH solution was then added, and the solid which precipitated was filtered through diatomaceous earth. The filtrate was collected and the solvent removed under reduced pressure to give 0.8 g of the title compound.

Aufarbeitung

  1. customthe solid which precipitated
  2. filtrationwas filtered through diatomaceous earth
  3. customThe filtrate was collected
  4. customthe solvent removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-ae711156e21b430f98d5dddcc4818b33
Quelldatensatz
uspto-grants-2007_02
Patentnummer
US07176322B2

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