Imidazole → 5-Methyl-4-tert-butyldimethylsilyloxymethyl-2-oxo-1,3-dioxolene

HRID 970704Notes

Reaction equation

HRID 970704 reaction equation
[CH3:1][C:2]1[O:6][C:5](=[O:7])[O:4][C:3]=1[CH2:8][OH:9].[C:10]([SiH:14]([CH3:16])[CH3:15])([CH3:13])([CH3:12])[CH3:11].N1C=CN=C1>CN(C=O)C>[CH3:1][C:2]1[O:6][C:5](=[O:7])[O:4][C:3]=1[CH2:8][O:9][Si:14]([C:10]([CH3:13])([CH3:12])[CH3:11])([CH3:16])[CH3:15]

Participants

5

Reactant 3

HCID 795ImidazoleHCID 5072427tert-ButyldimethylsilaneHCID 105108784-(Hydroxymethyl)-5-methyl-1,3-dioxol-2-one

Product 1

HCID 235114775-Methyl-4-tert-butyldimethylsilyloxymethyl-2-oxo-1,3-dioxolene

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 5-methyl-4-hydroxymethyl-2-oxo-1,3-dioxolene (1 mmole) in DMF was treated with tert-butyldimethylsilane (1.2 mmole) and imidazole (2.2 mmole) at 25° C. for 24 h. Extraction and chromatography gave 5-methyl-4-tert-butyldimethylsilyloxymethyl-2-oxo-1,3-dioxolene.

Workup

  1. extractionExtraction and chromatography

Sources & evidence

ORD record
ord-ea38f3bfc4ff4399942e324e88618c8a
Source dataset
uspto-grants-2007_12
Patent number
US07312219B2

Reaction notes

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