Imidazole → HCID 178455370, compound

HRID 1095149Notes

Reaction equation

HRID 1095149 reaction equation
[C@H:1]1([OH:8])[CH2:6][CH2:5][C@@H:4]([OH:7])[CH2:3][CH2:2]1.[C:9]([Si:13]([CH3:16])([CH3:15])Cl)([CH3:12])([CH3:11])[CH3:10].N1C=CN=C1>CN(C)C=O>[C:9]([Si:13]([CH3:16])([CH3:15])[O:7][C@@H:4]1[CH2:5][CH2:6][C@H:1]([OH:8])[CH2:2][CH2:3]1)([CH3:12])([CH3:11])[CH3:10]

Participants

5

Reactant 3

HCID 795ImidazoleHCID 28928tert-Butyldimethylsilyl chlorideHCID 178521614HCID 178521614, compound

Product 1

HCID 178455370HCID 178455370, compoundYield 31.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In a manner similar to the method described in example 94a, cis-1,4-cyclohexanediol (3.8 g, 33 mmol) was reacted with tert-butyldimethylchlorosilane (5 g, 34 mmol) and imidazole in N,N-dimethylformamide to give cis-4-(tert-buyl-dimethyl-silanyloxy)-cyclohexanol as a colorless oil (2.4 g, 31%).

Sources & evidence

ORD record
ord-c57b4f90c1b648828e214db1355b1e68
Source dataset
uspto-grants-2012_03
Patent number
US08134001B2

Reaction notes

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