1,1-Dimethoxycyclohexane → 5-(3,5-Dimethylphenylthio)-4-isopropyl-1-[2-(1-methoxycyclohexyloxy)ethoxymethyl)-2-methyl-1H-imidazole

HRID 1005505

Reaction equation

HRID 1005505 reaction equation
[CH3:1][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]([CH3:8])[CH:7]=1.[CH3:24][O:25][C:26]1(OC)[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]1>>[CH3:8][C:6]1[CH:5]=[C:4]([S:9][C:10]2[N:14]([CH2:15][O:16][CH2:17][CH2:18][O:19][C:26]3([O:25][CH3:24])[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]3)[C:13]([CH3:20])=[N:12][C:11]=2[CH:21]([CH3:23])[CH3:22])[CH:3]=[C:2]([CH3:1])[CH:7]=1

Participants

3

Reactant 2

HCID 136161,1-DimethoxycyclohexaneHCID 4781802-[5-(3,5-Dimethyl-phenylsulfanyl)-4-isopropyl-2-methyl-imidazol-1-ylmethoxy]-ethanol

Product 1

HCID 158871855-(3,5-Dimethylphenylthio)-4-isopropyl-1-[2-(1-methoxycyclohexyloxy)ethoxymethyl)-2-methyl-1H-imidazoleYield 62.7%

Procedure

The compound 1 (33.4 mg, 0.1 mmol) was converted to the acetal with 1,1-dimethoxycyclohexane (144 mg, 1.00 mmol) in the same manner as the example 1 to give the compound 3 (28 mg, 60 %). Rf 0.57 (Al2O3 60, Type E, 2:1 hexane -EtOAc).

Sources & evidence

ORD record
ord-bba29cb80c604331ba80ef68910fa405
Source dataset
uspto-grants-2000_04
Patent number
US06054591

Linked notes

Loading…