Potassium sodium tartarate → [1-(2,6-Dichlorobenzyl)-1H-imidazol-5-yl]methanol

HRID 714628Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 714628
[Cl:1][C:2]1[CH:18]=[CH:17][CH:16]=[C:15]([Cl:19])[C:3]=1[CH2:4][N:5]1[C:9]([C:10](OCC)=[O:11])=[CH:8][N:7]=[CH:6]1.[H-].[Al+3].[Li+].[H-].[H-].[H-].C(C(C(C([O-])=O)O)O)([O-])=O.[Na+].[K+]>C1COCC1.C(OCC)(=O)C>[Cl:19][C:15]1[CH:16]=[CH:17][CH:18]=[C:2]([Cl:1])[C:3]=1[CH2:4][N:5]1[C:9]([CH2:10][OH:11])=[CH:8][N:7]=[CH:6]1

Komponenten

6

Edukt 3

HCID 9855836Potassium sodium tartarateHCID 21226445Aluminium lithium hydrideHCID 67407845Ethyl 1-(2,6-dichlorobenzyl)-1H-imidazol-5-carboxylate

Produkt 1

HCID 67409440[1-(2,6-Dichlorobenzyl)-1H-imidazol-5-yl]methanol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittel2×HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

220 mg (0.74 mmol) of the compound from Example 32A were dissolved in 3 ml of THF, and 0.74 ml (0.74 mmol) of a 1 M solution of lithium aluminum hydride in THF was added dropwise at 0° C. The mixture was stirred at RT for 1 h. For work-up, 5 ml of a saturated potassium sodium tartrate solution were added with ice cooling, the mixture was diluted with 10 ml of ethyl acetate and the precipitated solid was filtered off. The crude product was purified chromatographically [Method 19]. This gave 188 mg (99% of theory) of the target compound.

Aufarbeitung

  1. filtrationthe precipitated solid was filtered off
  2. customThe crude product was purified chromatographically [Method 19]

Quellen und Nachweise

ORD-Eintrag
ord-2e65ef34618443cc8a71a38ec0be8312
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09187466B2

Notizen zur Reaktion

Wird geladen…