Sodium hydride → 3-{1-[4-(4-benzyloxyphenyl)butyl]-1H-imidazol-2-yl}-1,2-propanediol

HRID 2084384Notes

Reaction equation

HRID 2084384 reaction equation
I[CH2:2][CH2:3][CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:8][CH:7]=1.[OH:20][CH:21]([CH2:28][OH:29])[CH2:22][C:23]1[NH:24][CH:25]=[CH:26][N:27]=1.[H-].[Na+]>>[CH2:13]([O:12][C:9]1[CH:10]=[CH:11][C:6]([CH2:5][CH2:4][CH2:3][CH2:2][N:24]2[CH:25]=[CH:26][N:27]=[C:23]2[CH2:22][CH:21]([OH:20])[CH2:28][OH:29])=[CH:7][CH:8]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 22259342Benzyl 4-(4-iodobutyl)phenyl etherHCID 227333472-(2,3-Dihydroxypropyl)imidazole

Product 1

HCID 227333803-{1-[4-(4-benzyloxyphenyl)butyl]-1H-imidazol-2-yl}-1,2-propanediolYield 57.8%

Procedure

Using benzyl 4-(4-iodobutyl)phenyl ether (2.05 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 (1.23 g) as colorless crystals.

Workup

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

Sources & evidence

ORD record
ord-d0d76caa46b44eb4922bf49aec29927a
Source dataset
uspto-grants-2004_04
Patent number
US06716863B2

Reaction notes

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