Sodium hydride → 3-(1-[3-(3-Benzyloxyphenyl)propyl]-1h-imidazol-2-yl)-1,2-propanediol

HRID 2084386Notes

Reaction equation

HRID 2084386 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][CH:20]([CH2:27][OH:28])[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][CH:20]([OH:19])[CH2:27][OH:28])[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 227333472-(2,3-Dihydroxypropyl)imidazoleHCID 22733348Benzyl 3-(3-iodopropyl)phenyl ether

Product 1

HCID 227333533-(1-[3-(3-Benzyloxyphenyl)propyl]-1h-imidazol-2-yl)-1,2-propanediolYield 63.6%

Procedure

Using benzyl 3-(3-iodopropyl)phenyl ether (1.98 g), 2-(2,3-dihydroxypropyl)imidazole (1.0 g) and 65% oily sodium hydride (0.259 g), the same reaction as Reference Example 11-(iv) was carried out to yield the titled compound (1.31 g) as a colorless oily substance.

Workup

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

Sources & evidence

ORD record
ord-872d950007a848628d47fb1de0b72b8e
Source dataset
uspto-grants-2004_04
Patent number
US06716863B2

Reaction notes

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