2-[5-(3,5-Dichloro-phenylsulfanyl)-4-isopropyl-2-methyl-imidazol-1-ylmethoxy]-ethanol → 1-[2-(Cycloocten-1-yloxy)ethoxymethyl]-5-(3, 5-dichlorophenylthio)-4-isopropyl-2-methyl-1H-imidazole

HRID 1005512Notes

Reaction equation

HRID 1005512 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([S:9][C:10]2[N:14]([CH2:15][O:16][CH2:17][CH2:18][OH:19])[C:13]([CH3:20])=[N:12][C:11]=2[CH:21]([CH3:23])[CH3:22])[CH:5]=[C:6]([Cl:8])[CH:7]=1.CO[C:26]1[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][CH:27]=1>>[C:26]1([O:19][CH2:18][CH2:17][O:16][CH2:15][N:14]2[C:10]([S:9][C:4]3[CH:5]=[C:6]([Cl:8])[CH:7]=[C:2]([Cl:1])[CH:3]=3)=[C:11]([CH:21]([CH3:23])[CH3:22])[N:12]=[C:13]2[CH3:20])[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][CH:27]=1

Participants

3

Reactant 2

HCID 4781812-[5-(3,5-Dichloro-phenylsulfanyl)-4-isopropyl-2-methyl-imidazol-1-ylmethoxy]-ethanolHCID 425867101-Methoxycyclooct-1-ene

Product 1

HCID 4781821-[2-(Cycloocten-1-yloxy)ethoxymethyl]-5-(3, 5-dichlorophenylthio)-4-isopropyl-2-methyl-1H-imidazoleYield 70%

Procedure

The compound 8 (450 mg, 1.2 mmol) was converted to the enol ether with 1-methoxycyclooctene (1.51 g, 12 mmol) in the same manner as the example 10 to give the compound 11 (405 mg, 70%) as oil. Rf 0.50 (Al2O3 60, Type E, 10:1 toluene -EtOAc).

Sources & evidence

ORD record
ord-627dbcfa11da42ee81008abdfd7fd86e
Source dataset
uspto-grants-2000_04
Patent number
US06054591

Reaction notes

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