Imidazole → HCID 18473241, compound

HRID 2227394Notes

Reaction equation

HRID 2227394 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][C:3]=1[CH3:9].[Si:10](Cl)([C:23]([CH3:26])([CH3:25])[CH3:24])([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.N1C=CN=C1>CN(C=O)C>[C:23]([Si:10]([O:8][C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[C:3]([CH3:9])[CH:4]=1)([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)([CH3:26])([CH3:24])[CH3:25]

Participants

5

Reactant 3

HCID 795ImidazoleHCID 17324-Chloro-3-methylphenolHCID 94078tert-Butyldiphenylchlorosilane

Product 1

HCID 18473241HCID 18473241, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4-Chloro-3-methylphenol (33.22 g, 0.233 mol), tert-butyldiphenylsilyl chloride (62.89 g, 0.233 mol), and imidazole (47.59 g, 0.699 mol) in DMF (200 mL) were heated at 70° C. for 18 h. The reaction mixture was partitioned between EtOAc/hexane and H2O, the organic layer separated, washed with H2O, brine, and dried(Na2SO4). Filtration and concentration to dryness gave the title compound which was used without purification.

Workup

  1. customThe reaction mixture was partitioned between EtOAc/hexane and H2O
  2. customthe organic layer separated
  3. washwashed with H2O, brine, and dried(Na2SO4)
  4. filtrationFiltration and concentration to dryness

Sources & evidence

ORD record
ord-b93c8a11a651467f98074a3863d1b0c2
Source dataset
uspto-grants-2002_07
Patent number
US06413964B1

Reaction notes

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