Sodium borohydride → 3-Hydroxymethyl-8-(2-(trans)-hydroxy-2,3-dihydro-1-indenyloxy)-2-methyl-imidazo[1,2-a]pyridine

HRID 1195726Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1195726
[CH:1]([C:3]1[N:7]2[CH:8]=[CH:9][CH:10]=[C:11]([O:12][C@@H:13]3[C:21]4[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=4)[CH2:15][C@H:14]3[OH:22])[C:6]2=[N:5][C:4]=1[CH3:23])=[O:2].[BH4-].[Na+]>CO>[OH:2][CH2:1][C:3]1[N:7]2[CH:8]=[CH:9][CH:10]=[C:11]([O:12][C@@H:13]3[C:21]4[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=4)[CH2:15][C@H:14]3[OH:22])[C:6]2=[N:5][C:4]=1[CH3:23]

Komponenten

4

Edukt 2

HCID 4311764Sodium borohydrideHCID 228438253-Formyl-8-(2-(trans)-hydroxy-2,3-dihydro-1-indenyloxy)-2-methyl-imidazo[1,2-a]pyridine

Produkt 1

HCID 228438393-Hydroxymethyl-8-(2-(trans)-hydroxy-2,3-dihydro-1-indenyloxy)-2-methyl-imidazo[1,2-a]pyridine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

1 g of 3-formyl-8-(2-(trans)-hydroxy-2,3-dihydro-1-indenyloxy)-2-methyl-imidazo[1,2-a]pyridine is dissolved in 150 ml methanol, and excess sodium boro hydride is added in small portions at room temperature. After reduction has been completed, 150 ml icewater is added. The volatile components are evaporated in the rotary evaporator in vacuo. Subsequently extraction is carried out 3×with 40 ml ethyl acetate each time. The combined extracts are stripped off in vacuo of solvents, and the crystalline residue is recrystallized from methanol. The title compound of 192°-193° C. is obtained.

Aufarbeitung

  1. addition150 ml icewater is added
  2. customThe volatile components are evaporated in the rotary evaporator in vacuo
  3. extractionSubsequently extraction
  4. customthe crystalline residue is recrystallized from methanol

Quellen und Nachweise

ORD-Eintrag
ord-08b224fb8b06463da23e30973a23365f
Quelldatensatz
uspto-grants-1992_05
Patentnummer
US05112834

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