Imidazole → HCID 18433519, compound

HRID 2306280Notes

Reaction equation

HRID 2306280 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[O:8][CH2:7][CH2:6][C:5]2=[O:12].[Si:13](Cl)([C:26]([CH3:29])([CH3:28])[CH3:27])([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.N1C=CN=C1>CN(C=O)C>[Si:13]([O:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[O:8][CH2:7][CH2:6][C:5]2=[O:12])([C:26]([CH3:29])([CH3:28])[CH3:27])([C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

5

Reactant 3

HCID 795ImidazoleHCID 94078tert-ButyldiphenylchlorosilaneHCID 70989446-Hydroxy-chroman-4-one

Product 1

HCID 18433519HCID 18433519, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 6-hydroxy-2,3-dihydro-4H-chromen-4-one (1.65 g, 10.1 mmol), tert-butyldiphenylsilylchloride (6.87 g, 25.2 mmol), and imidazole (2.1 g, 30.3 mmol) in degassed DMF (30 mL) was heated at 60° C. for 18 hours. The solvent was removed in vacuo and the residue purified by silica gel chromatography, eluting with hexane—20% EtOAc, to yield the titled product.

Workup

  1. customThe solvent was removed in vacuo
  2. customthe residue purified by silica gel chromatography
  3. washeluting with hexane—20% EtOAc

Sources & evidence

ORD record
ord-ce6664f85f8d470cbef421f6a5817b8a
Source dataset
uspto-grants-2002_08
Patent number
US06441017B1

Reaction notes

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