Sodium hydride → 2-(1-{3-[3-(benzyloxy)phenyl]propyl)-1H-imidazol-2-yl)-1-ethanol

HRID 2084382Notes

Reaction equation

HRID 2084382 reaction equation
I[CH2:2][CH2:3][CH2:4][C:5]1[CH:6]=[C:7]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:8]=[CH:9][CH:10]=1.[OH:19][CH2:20][CH2:21][C:22]1[NH:23][CH:24]=[CH:25][N:26]=1.[H-].[Na+]>>[CH2:12]([O:11][C:7]1[CH:6]=[C:5]([CH2:4][CH2:3][CH2:2][N:23]2[CH:24]=[CH:25][N:26]=[C:22]2[CH2:21][CH2:20][OH:19])[CH:10]=[CH:9][CH:8]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 150160802-(1H-imidazol-2-yl)ethan-1-olHCID 22733348Benzyl 3-(3-iodopropyl)phenyl ether

Product 1

HCID 227333732-(1-{3-[3-(benzyloxy)phenyl]propyl)-1H-imidazol-2-yl)-1-ethanolYield 78.9%

Procedure

Using benzyl 3-(3-iodopropyl)phenyl ether (3.53 g), 2-(2-hydroxyethyl)imidazole (1.46 g) and 65% oily sodium hydride (0.48 g), the same reaction as Reference Example 11-(iv) was carried out to yield the titled compound (2.66 g) as a colorless oily substance.

Workup

  1. customthe same reaction as Reference Example 11-(iv)

Sources & evidence

ORD record
ord-8227d41d95204d2db620464d590e24f3
Source dataset
uspto-grants-2004_04
Patent number
US06716863B2

Reaction notes

Loading…