Imidazole → 13,13,14,14-Tetramethyl-3,6,9,12-tetraoxa-13-silapentadecan-1-ol

HRID 1255966Notes

Reaction equation

HRID 1255966 reaction equation
[C:1]([Si:5]([CH3:14])([CH3:13])[O:6][CH2:7][CH2:8][O:9][CH:10](O)[CH3:11])([CH3:4])([CH3:3])[CH3:2].[CH2:15]([OH:27])[CH2:16][O:17][CH2:18][CH2:19][O:20]CCOCCO.CC([Si](Cl)(C)C)(C)C.N1C=CN=C1>CN(C=O)C>[C:1]([Si:5]([CH3:14])([CH3:13])[O:6][CH2:7][CH2:8][O:9][CH2:10][CH2:11][O:27][CH2:15][CH2:16][O:17][CH2:18][CH2:19][OH:20])([CH3:4])([CH3:3])[CH3:2]

Participants

6

Reactant 4

HCID 795ImidazoleHCID 8200Tetraethylene GlycolHCID 28928tert-Butyldimethylsilyl chlorideHCID 866188412-(tert-Butyl-dimethyl-silanyloxy)-ethoxyl-ethanol

Product 1

HCID 1482766913,13,14,14-Tetramethyl-3,6,9,12-tetraoxa-13-silapentadecan-1-ol

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Compound 28b was prepared according to the procedure described hereinabove for Compound 28a, using tetraethylene glycol (6 grams, 30 mmol), TBDMSCl (3 grams, 20 mmol), and imidazole (1.4 grams, 20 mmol) in DMF (24 ml), yielding 3.79 grams of the product (41% yield).

Sources & evidence

ORD record
ord-0c06a23abbe544bf87e80226b614379a
Source dataset
uspto-grants-2013_06
Patent number
US08461166B2

Reaction notes

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