tert-Butyldimethylsilyl chloride → HCID 18673600, compound

HRID 1635940Notes

Reaction equation

HRID 1635940 reaction equation
[OH:1][CH2:2][C:3]1[N:7]([CH2:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[O:16][CH3:17])[CH:6]=[N:5][CH:4]=1.[Si:18](Cl)([C:21]([CH3:24])([CH3:23])[CH3:22])([CH3:20])[CH3:19].C(Cl)Cl.CO>CN(C)C=O>[Si:18]([O:1][CH2:2][C:3]1[N:7]([CH2:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[O:16][CH3:17])[CH:6]=[N:5][CH:4]=1)([C:21]([CH3:24])([CH3:23])[CH3:22])([CH3:20])[CH3:19]

Participants

5

Reactant 3

HCID 28928tert-Butyldimethylsilyl chlorideHCID 18673588HCID 18673588, compoundHCID 21226129Dichloromethane methanol

Product 1

HCID 18673600HCID 18673600, compoundYield 66.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

248 mg(1.09 mmol) of 5-hydroxymethyl-1-(2-methoxyphenethyl)-1H-imidazole prepared according to the same procedure as Preparation 9-1) was dissolved in 3 ml of dimethylformamide and 170 mg(1.13 mmol) of t-butyldimethylsilylchloride was added thereto. After stirring for 1 hour, the solvent was removed under reduced pressure and the residue was subjected to column chromatography(eluent: methylene dichloride/methanol=95/5, v/v) to give 248 mg(0.72 mmol, Yield 66%) of the title compound.

Workup

  1. customaccording to the same procedure as Preparation 9-1)
  2. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-de8bddc9289744909358e4eac80d3605
Source dataset
uspto-grants-2003_01
Patent number
US06511978B1

Reaction notes

Loading…