Acetonitrile → 4-(2,2-dimethylpropyl)-2-methyl-1H-imidazol-1-ol

HRID 216317

Reaction equation

[CH3:1][C:2]([CH3:7])([CH3:6])[CH2:3][CH:4]=[CH2:5].F[B-](F)(F)F.[N:13]#[O+:14].[C:15](#[N:17])[CH3:16]>>[CH3:1][C:2]([CH3:7])([CH3:6])[CH2:3][C:4]1[N:17]=[C:15]([CH3:16])[N:13]([OH:14])[CH:5]=1

Participants

Reactant 3

HCID 6342Acetonitrile

HCID 129844,4-Dimethylpent-1-ene

HCID 11137142Nitrilooxonium tetrafluoroborate

Product 1

HCID 686676414-(2,2-dimethylpropyl)-2-methyl-1H-imidazol-1-ol

Procedure

4,4-Dimethyl-1-pentene (59 g, 0.6 mol) was added to a 10° C. suspension of nitrosonium tetrafluoroborate (66 g, 0.56 mmol) in acetonitrile (600 mL) After stirring vigorously at ambient temperature for 30 minutes, acetonitrile was removed in vacuo to afford 4-(2,2-dimethylpropyl)-2-methyl-1H-imidazol-1-ol which was used in the subsequent step without further purification.

Workup

customacetonitrile was removed in vacuo

Sources & evidence

ORD record: ord-8f275411a5eb43a3b0991880d70309c4
Source dataset: uspto-grants-2012_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08193228B2

Linked notes

Loading…