Imidazole → 1-{Trans-beta-[6-(2,4-dichlorophenoxymethyl)tetrahydropyran-2-yloxyl]-2,4-dichlorophenethyl}imidazole

HRID 905069Notes

Reaction equation

[NH:1]1[CH:5]=[CH:4][N:3]=[CH:2]1.[Cl:6][C:7]1[CH:32]=[C:31]([Cl:33])[CH:30]=[CH:29][C:8]=1[O:9][CH2:10][C@@H:11]1[O:16][C@@H:15]([O:17][CH:18]([C:21]2[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][C:22]=2[Cl:28])[CH2:19]Br)[CH2:14][CH2:13][CH2:12]1.[I-].[Na+]>CN(C)C=O>[Cl:6][C:7]1[CH:32]=[C:31]([Cl:33])[CH:30]=[CH:29][C:8]=1[O:9][CH2:10][C@@H:11]1[O:16][C@@H:15]([O:17][CH:18]([C:21]2[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][C:22]=2[Cl:28])[CH2:19][N:1]2[CH:5]=[CH:4][N:3]=[CH:2]2)[CH2:14][CH2:13][CH2:12]1

Participants

Conditions

Temperature: 130 °C

Procedure

A mixture of 163 mg of imidazole, 317 mg of the isomer of lesser polarity of trans-6-(2,4-dichlorophenoxymethyl)-2-[2-bromo-1-(2,4-dichlorophenyl)ethoxy]tetrahydropyran and 180 mg of sodium iodide in 5 ml of dimethylformamide was stirred whilst heating at 130° C. for 10 hours, and then treated and purified as in Example 34(b)(i), to give 136 mg of the isomer of lesser polarity of the title compound, as a colourless oil.

Workup

additiontreated
custompurified as in Example 34(b)(i)

Sources & evidence

ORD record: ord-a763c39aa6444e10b768eac7ea669907
Source dataset: uspto-grants-1983_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04421758

Reaction notes

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