(5-(3,5-Dichlorophenylthio)-4-isopropyl-1-methyl-1H-imidazol-2-yl)methanol → 2-(Cycloocten-1-yloxy)methyl-5-(3,5-dichlorophenylthio)-4-isopropyl-1-methyl-1H-imidazole

HRID 1005518Notes

Reaction equation

HRID 1005518 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([S:9][C:10]2[N:14]([CH3:15])[C:13]([CH2:16][OH:17])=[N:12][C:11]=2[CH:18]([CH3:20])[CH3:19])[CH:5]=[C:6]([Cl:8])[CH:7]=1.CO[C:23]1[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH:24]=1>>[C:23]1([O:17][CH2:16][C:13]2[N:14]([CH3:15])[C:10]([S:9][C:4]3[CH:3]=[C:2]([Cl:1])[CH:7]=[C:6]([Cl:8])[CH:5]=3)=[C:11]([CH:18]([CH3:20])[CH3:19])[N:12]=2)[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH:24]=1

Participants

3

Reactant 2

HCID 473916(5-(3,5-Dichlorophenylthio)-4-isopropyl-1-methyl-1H-imidazol-2-yl)methanolHCID 425867101-Methoxycyclooct-1-ene

Product 1

HCID 543439792-(Cycloocten-1-yloxy)methyl-5-(3,5-dichlorophenylthio)-4-isopropyl-1-methyl-1H-imidazoleYield 25%

Procedure

The compound 14 (33.1 mg, 0.1 mmol) was converted to the enolether with 1-methoxycyclooctene (140 mg, 1 mmol) in the same manner as the example 16 to give the compound 18 (11.0 mg, 22%) as oil. Rf 0.50 (Al2O3 60, Type E, toluene).

Sources & evidence

ORD record
ord-2c0d051bbe284a18a74110cc6ffb3853
Source dataset
uspto-grants-2000_04
Patent number
US06054591

Reaction notes

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